Home Cart 0 Sign in  

[ CAS No. 1801839-74-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1801839-74-6
Chemical Structure| 1801839-74-6
Structure of 1801839-74-6 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1801839-74-6 ]

Related Doc. of [ 1801839-74-6 ]

Alternatived Products of [ 1801839-74-6 ]

Product Details of [ 1801839-74-6 ]

CAS No. :1801839-74-6 MDL No. :N/A
Formula : C26H19BrO Boiling Point : -
Linear Structure Formula :- InChI Key :LSJFZGWVQMEGTG-OCEACIFDSA-N
M.W : 427.33 Pubchem ID :132514244
Synonyms :

Safety of [ 1801839-74-6 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 1801839-74-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 1801839-74-6 ]

[ 1801839-74-6 ] Synthesis Path-Downstream   1~24

  • 1
  • [ 90-90-4 ]
  • [ 1137-42-4 ]
  • 1-(4-bromophenyl)-2-(4-hydroxyphenyl)-1,2-diphenylethylene [ No CAS ]
YieldReaction ConditionsOperation in experiment
72% With titanium tetrachloride; zinc In tetrahydrofuran at -78℃; Inert atmosphere; Reflux;
30% With titanium tetrachloride; zinc In tetrahydrofuran at 0℃; for 5h; Reflux; Inert atmosphere; 1 (4-bromophenyl) -2- (4-chlorophenyl) -1,2-diphenylethylene (1) having the molecular formula: (10 mmol) of 4-benzodiphenylmethane and 1.98 g (10 mmol) of 4-benzyldibenzene were added to a 250 mL three-necked flask(40 mmol) of zinc dust and 100 mL of dry tetrahydrofuran, nitrogen was introduced and the system was placed in a 0 ° C ice-water bath,2.2 mL (20 mmol) of titanium tetrachloride was slowly injected into the reaction system, and the temperature was slowly raised and refluxed for 5 hours. After completion of the reaction,The solution was filtered and the filtrate was collected. After drying, the reaction mixture was extracted three times with ethyl acetate and 1 M hydrochloric acid. The organic phase was washed three times with anhydrous three times with anhydrous MgS04, filtered and the filtrate was dried and purified by column chromatography. The eluent was dichloromethane / petroleum ether = 2/1,To obtain 1.3 g of a white solid in a yield of 30%
With titanium tetrachloride; zinc In tetrahydrofuran Reflux;
With zinc In tetrahydrofuran for 5h; Inert atmosphere; Cooling with ice; Reflux; 1.1 1.1 the Synthesis of the Aggregation-Induced Emission Compound The aggregation-induced emission compound was prepared as followed: Specifically, 4-bromobenzophenone (10 mmol), 4-hydroxybenzophenone (10 mmol) and zinc powder (40 mmol) were added to a 250 ml three-necked flask, and then dry tetrahydrofuran (100 ml) was added. (0055) The system was slowly injected with carbon tetrachloride (20 mmol) under a nitrogen atmosphere and ice-water bath condition and then was slowly heated to room temperature, and subsequently reflux was carried out for 5 hours. After the reaction was completed, the mixture was filtered, and the filtrate was evaporated to dryness. After neutralized with hydrochloric acid, it was extracted with ethyl acetate, and then the organic phase was evaporated to dryness and the product was purified by column chromatography to give Compound 1.

  • 2
  • [ 1801839-74-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; tetrahydrofuran / Inert atmosphere; Reflux 3: piperidine / ethanol / Reflux; Inert atmosphere
  • 3
  • [ 1801839-74-6 ]
  • [ 1801839-76-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 70 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / water; tetrahydrofuran / Inert atmosphere; Reflux
  • 4
  • [ 693-67-4 ]
  • [ 1801839-74-6 ]
  • [ 1801839-75-7 ]
YieldReaction ConditionsOperation in experiment
80% With potassium carbonate In N,N-dimethyl-formamide at 70℃; Inert atmosphere;
  • 5
  • [ 1801839-74-6 ]
  • [ 2004688-86-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate / 12 h / Reflux 2: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / Reflux; Schlenk technique 3: potassium hydroxide; water / tetrahydrofuran; methanol / 5 h / Reflux
  • 6
  • [ 1801839-74-6 ]
  • [ 2004688-85-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / 12 h / Reflux 2: tetrakis(triphenylphosphine) palladium(0); copper(l) iodide; triethylamine / tetrahydrofuran / 12 h / Reflux; Schlenk technique
  • 7
  • [ 1801839-74-6 ]
  • [ 105-36-2 ]
  • [ 2004688-84-8 ]
YieldReaction ConditionsOperation in experiment
94% With potassium carbonate for 12h; Reflux; 2 Synthesis of 1- (4-bromophenyl) -2- (4-ethoxycarbonylmethoxyphenyl) -1,2-diphenylethylene (2 In 50 mLOf the two bottles to join(3 mmol)Compound 1, 1.9 g (1.5 mL, 13.8 mmol)Ethyl bromoacetate,2 g (15 mmol) of anhydrous potassium carbonate and 30 mL of dry tetrahydrofuran,Heated to reflux for 12 hours, cooled to room temperature, filtered to remove inorganic salts, and the filtrate was dried to give the crude product.The crude product was dissolved in ethyl acetate, washed three times with water, dried over anhydrous magnesium sulfate and separated and purified by column chromatography. firstEthyl bromoacetate was eluted with petroleum ether and extracted with dichloromethane / petroleum ether (1/1, 5/1, vol / vol)Gradient to give 1.5 g of a pale yellow viscous solid in 94% yield.
  • 8
  • [ 1471980-31-0 ]
  • [ 1801839-74-6 ]
YieldReaction ConditionsOperation in experiment
92% With boron tribromide In dichloromethane at -78 - 20℃; Inert atmosphere; 1-(4-Bromophenyl)-2-(4-hydroxyphenyl)-1,2-diphenylethene (2) To a solution of compound 1 (3.53 g, 8.0 mmol) in anhydrous dichloromethane (20 mL) under an argon atmosphere, was slowly added boron tribromide solution (1 M in dichloromethane, 10.5 mL, 10.5 mmol) at -78 °C. Then the reaction mixture was stirred at room temperature overnight. After quenching with ice water, the crude product was sequentially extracted with dichloromethane (50 mL * 3), washed with water (100 mL * 3), dried over Na2S04 and filtered. After solvent removal, the residue was purified by silica gel column chromatography (hexane/dichloromethane = 3/7) to afford compound 2 as a light green solid (3.13 g, yield: 92%). 1H NMR (400 MHz, CDCI3, ppm): δ 7.25-7.19 (m, 2 H), 7.14-6.98 (m, 10 H), 6.92- 6.86 (m, 4 H), 6.60-6.55 (m, 2 H), 4.88 (d, 1 H). 13C NMR (100 MHz, CDCI3, ppm): δ 153.66, 153.55, 142.93, 142.88, 142.85, 142.35, 142.26, 140.47, 138.24, 138.20, 135.38, 135.27, 132.36, 132.06, 132.04, 130.64, 130.27, 130.17, 127.22, 127.11 , 127.02, 126.04, 125.94, 125.87, 119.63, 114.18, 113.99.
With boron tribromide In chloroform
  • 9
  • [ 1801839-74-6 ]
  • [ 2186641-54-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 20 °C 2: n-butyllithium / tetrahydrofuran / -78 °C
  • 10
  • [ 1801839-74-6 ]
  • [ 2186641-55-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: caesium carbonate / N,N-dimethyl-formamide / 20 °C 2: n-butyllithium / tetrahydrofuran / -78 °C
  • 11
  • [ 109-65-9 ]
  • [ 1801839-74-6 ]
  • [ 2186641-51-8 ]
YieldReaction ConditionsOperation in experiment
96% With caesium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere; 1-(4-Bromophenyl)-2-(4-butoxyphenyl)-1 ,2-diphenylethene (3a) To a mixture of compound 2 (852.0 mg, 2.0 mmol) and cesium carbonate (Cs2C03l 975.0 mg, 3.0 mmoi) in anhydrous dimethylformamide (DMF, 5.0 ml_), 1 -bromobutane (0.32 mL, 3.0 mmol) was added under argon atmosphere. The reaction mixture was stirred at room temperature overnight. After quenching with water, the crude product was sequentially extracted with dichloromethane (30 mL χ 3), washed with water (50 mL * 3), and dried over MgS04. After solvent removal, the residue was further purified by silica gel column chromatography (hexane/dichloromethane = 9/1 ) to give the compound 3a as a light green fibrous solid (927 mg, yield: 96%). 1H NMR (400 MHz, CDCI3, ppm): δ 7.28-7.21 (m, 2 H), 7.14-7.01 (m, 10 H), 6.95-6.87 (m, 4 H), 6.69-6.64 (m, 2 H), 3.93-3.88 (m, 2 H), 1.79-1.73 (m, 2 H), 1.54-1.47 (m, 2 H), 1.01-0.97 (m, 3 H). 13C NMR (100 MHz, CDCI3, ppm): δ 157.90, 157.80, 143.67, 143.60, 143.56, 143.47, 143.04, 142.98, 141.26, 138.63, 138.58, 135.39, 132.98, 132.43, 132.41 , 132.38, 131.30, 131.27, 131.02, 130.91 , 130.86, 130.75, 127.81 , 127.70, 127.58, 126.48, 126.41 , 120.45, 120.18, 113.78, 113.74, 1 13.57, 67.48, 67.44, 31.34, 31.32, 19.24, 13.89, 13.87.
With caesium carbonate In N,N-dimethyl-formamide at 20℃;
  • 12
  • [ 111-83-1 ]
  • [ 1801839-74-6 ]
  • [ 2186641-52-9 ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate In N,N-dimethyl-formamide at 20℃;
  • 13
  • [ 1801839-74-6 ]
  • [ 1818407-57-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 70 °C 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water
  • 14
  • [ 1801839-74-6 ]
  • [ 1818407-55-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 70 °C 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water 3: piperidine / ethanol / Reflux; Inert atmosphere
  • 15
  • [ 111-25-1 ]
  • [ 1801839-74-6 ]
  • [ 1818407-56-5 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate In N,N-dimethyl-formamide at 70℃;
  • 16
  • [ CAS Unavailable ]
  • [ 1801839-74-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: titanium tetrachloride; zinc / tetrahydrofuran / 24.5 h / -78 - 80 °C 2: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere
  • 17
  • [ 611-94-9 ]
  • [ 1801839-74-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: titanium tetrachloride; zinc / tetrahydrofuran / 24.5 h / -78 - 80 °C 2: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere
  • 18
  • 1-(4-bromophenyl)-2-(4-hydroxyphenyl)-1,2-diphenylethylene [ No CAS ]
  • [ 85141-94-2 ]
  • C34H35BrO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: 1-(4-bromophenyl)-2-(4-hydroxyphenyl)-1,2-diphenylethylene With potassium hydroxide In acetonitrile at 60℃; for 2h; Stage #2: 2-{2-[2-(2-bromoethoxy)ethoxy]ethoxy}ethan-1-ol With potassium iodide In acetonitrile at 60℃; for 10h; 1.1 Compound 1 (10 mmol) and potassium hydroxide (20 mmol) were dissolved in acetonitrile (100 ml) and reacted at 60° C. for 2 hours, and then 2-{2-[2-(2-bromoethoxy)ethoxy]ethoxy}ethanol (15 mmol) and potassium iodide (2 mmol) were added thereto and reacted at 60° C. for 10 hours. After the reaction was completed, the mixture was evaporated to dryness and then purified by column chromatography to give compound 2.
  • 19
  • [ 1801839-74-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium hydroxide / acetonitrile / 2 h / 60 °C 1.2: 10 h / 60 °C 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; toluene / 12 h / Reflux; Inert atmosphere
  • 20
  • [ 1801839-74-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium hydroxide / acetonitrile / 2 h / 60 °C 1.2: 10 h / 60 °C 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; toluene / 12 h / Reflux; Inert atmosphere 3.1: potassium hydroxide / ethanol / 24 h / Reflux
  • 21
  • [ 1801839-74-6 ]
  • [ 2360949-32-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 5 min / -20 °C 1.2: 30 min / -20 °C 1.3: 10 h / 20 °C 2.1: potassium carbonate / acetone / 24 h / Reflux
  • 22
  • [ 1801839-74-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 5 min / -20 °C 1.2: 30 min / -20 °C 1.3: 10 h / 20 °C 2.1: potassium carbonate / acetone / 24 h / Reflux 3.1: potassium carbonate / acetone / 24 h / Reflux
  • 23
  • [ 1801839-74-6 ]
  • [ CAS Unavailable ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 5 min / -20 °C 1.2: 30 min / -20 °C 1.3: 10 h / 20 °C 2.1: potassium carbonate / acetone / 24 h / Reflux 3.1: potassium carbonate / acetone / 24 h / Reflux 4.1: ethanol / 8 h / Reflux
  • 24
  • [ 1801839-74-6 ]
  • [ 68-12-2 ]
  • [ 2360949-44-4 ]
YieldReaction ConditionsOperation in experiment
90 % Stage #1: 1-(4-bromophenyl)-2-(4-hydroxyphenyl)-1,2-diphenylethene With isopropylmagnesium chloride In tetrahydrofuran at -20℃; Stage #2: With n-butyllithium In tetrahydrofuran at -20℃; Stage #3: N,N-dimethyl-formamide In tetrahydrofuran at 20℃; 1.2 Synthesis and structural characterization of intermediate compound () Intermediate (II) (2.1 g, 5 mmol, 1.0 eq)) was dissolved in anhydrous tetrahydrofuran (25 mL), and 2M isopropyl magnesium chloride solution (5 mmol, 1.0 eq) was added, and stirred at -20 °C for 5 After minutes, a 2.5M concentration of n-butyllithium solution (10 mmol, 2.0 eq) was slowly added dropwise to the reaction solution. Stir for 30 minutes below -20°C. Subsequently, anhydrous DMF (0.36 g, 5 mmol, 1.0 eq) was added to the reaction solution and stirred at room temperature for 10 hours. After the reaction was complete, the mixture was cooled to -20°C and water (6 mL) was added to quench the reaction. It was extracted with ethyl acetate, the organic layer was collected and the solvent was evaporated, and purified by silica gel flash chromatography (petroleum ether:ethyl acetate=5:1) to give a yellow oily liquid, intermediate (III) (1.68 g, yield 90 %).
Same Skeleton Products
Historical Records