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[ CAS No. 1351272-41-7 ] {[proInfo.proName]}

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Chemical Structure| 1351272-41-7
Chemical Structure| 1351272-41-7
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Product Details of [ 1351272-41-7 ]

CAS No. :1351272-41-7 MDL No. :MFCD32667035
Formula : C28H22 Boiling Point : -
Linear Structure Formula :- InChI Key :VDXVOUZXBSOCMM-UHFFFAOYSA-N
M.W : 358.47 Pubchem ID :132575439
Synonyms :

Safety of [ 1351272-41-7 ]

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 [ 1351272-41-7 ]

* 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 [ 1351272-41-7 ]

[ 1351272-41-7 ] Synthesis Path-Downstream   1~26

  • 2
  • [ 1351272-41-7 ]
  • [ 4181-20-8 ]
  • C102H75N [ No CAS ]
  • 3
  • [ 90-90-4 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 0 °C / Acidic conditions 2.1: n-butyllithium / benzene / 2 h / 60 °C 2.2: 6 h / 20 °C 3.1: n-butyllithium / tetrahydrofuran / 6 h / -20 - 20 °C
Multi-step reaction with 3 steps 1: n-butyllithium 2: n-butyllithium 3: potassium <i>tert</i>-butylate / tetrahydrofuran / 10 h / 0 °C / Inert atmosphere
  • 4
  • [ 34699-28-0 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: n-butyllithium / benzene / 2 h / 60 °C 1.2: 6 h / 20 °C 2.1: n-butyllithium / tetrahydrofuran / 6 h / -20 - 20 °C
Multi-step reaction with 2 steps 1: n-butyllithium 2: potassium <i>tert</i>-butylate / tetrahydrofuran / 10 h / 0 °C / Inert atmosphere
  • 5
  • [ 881-42-5 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: 0 °C / Acidic conditions 2.1: n-butyllithium / benzene / 2 h / 60 °C 2.2: 6 h / 20 °C 3.1: n-butyllithium / tetrahydrofuran / 6 h / -20 - 20 °C
  • 6
  • [ 1607-57-4 ]
  • [ 2156-04-9 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
88% With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate; In water; toluene; at 90℃; for 24h;Inert atmosphere; First of all bromotriphenylethylene (4 g, 11.94 mmol) and 4- vinylphenylboronic acid (2.12 g, 14.32 mmol) were dissolved in toluene (100 ml) into a 250 ml three neck round bottom flask. TBAB (0.32 g, 0.1 mmol) and 2M aqueous solution of K2CO3 (24 ml) were added in above solution. The mixture was stirred 0.5 h under N2 atmosphere. During the purging of N2 Pd(PPh3)4 (0.01 g, 8.65 10 3 mmol) was added into the flask. N2 purging was continued for 20 min and then mixturewas stirred at 90 C for 24 h. The product was extracted with DCM and washed with water, organic layer was dried over anhydrous magnesium sulfate. Finally, the solvent was evaporated under vacuum and the crude product was passing through the silica column using Petroleum ether-DCM (4: 1 by volume) as an eluent give TPEE (Yield 3.15 g, 88%). 1H NMR (CDCl3, ppm): 5.22 (d, 1H of CH2 group in vinyl), 5.69 (d, 1H of CH2 group in vinyl), 6.65 (dd,1H of CH group in vinyl) 6.97e7.19 (m, 19H of aromatic part) ppm.
88% With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; potassium carbonate; In water; toluene; at 90℃; for 24h;Inert atmosphere; The TPE was prepared by the method already reported (Scheme 2)in excellent yield [31]. The 4-vinylphenylboronic acid (2.120 g,14.32 mmol), Ph3Br (4 g, 11.94 mmol) were dissolved in toluene(100 mL) in a round bottom flask then TBAB (0.320 g, 0.1 mmol) andK2CO3 (aqueous solution, 2 M, 24 mL) were added with stirringfollowed by addition of Pd(PPh3)4 (0.010 g, 8.65 × 10-3 mmol) undernitrogen gas. The reaction lasted for 24 h at 90 C. After cooled downto room temperature, the toluene was removed via vacuum distillationand then dissolved the product in dichloromethane (DCM, 150mL). Theproduct was extracted by washing with deionized water (three times)and drying over magnesium sulfate (anhydrous). The obtainedcrude productwas further purified by from silica column chromatographyusing the mixture of DCM and petroleum ether (4: 1 v/v) andTPE was obtained with excellent yield (88%) after the solvent wasevaporated. The 1H NMR of TPE is given in supporting information(Fig. S4).
  • 7
  • [ 101-81-5 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: n-butyllithium 2: n-butyllithium 3: potassium <i>tert</i>-butylate / tetrahydrofuran / 10 h / 0 °C / Inert atmosphere
  • 8
  • [ 1351272-41-7 ]
  • 1,3,3-trimethylindolino-7’-bromobenzopyrylospiran [ No CAS ]
  • C47H39NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% With potassium phosphate; palladium diacetate In N,N-dimethyl acetamide at 110℃; for 24h; Inert atmosphere;
  • 9
  • [ 1351272-41-7 ]
  • [ 16650-14-9 ]
  • C47H39NO [ No CAS ]
YieldReaction ConditionsOperation in experiment
34% With potassium phosphate; palladium diacetate In N,N-dimethyl acetamide at 110℃; for 24h; Inert atmosphere;
  • 10
  • [ 1351272-41-7 ]
  • C26H24F2N2O2 [ No CAS ]
  • 6,7-difluoro-2,3-bis(4-propoxyphenyl)-5,8-bis((E)-4-(1,2,2-triphenylvinyl)styryl)quinoxaline [ No CAS ]
YieldReaction ConditionsOperation in experiment
83% With 1,10-Phenanthroline; palladium(II) trifluoroacetate; silver fluoride In N,N-dimethyl-formamide at 130℃; for 7h; Inert atmosphere;
  • 11
  • [ 1289218-74-1 ]
  • [ 2065-66-9 ]
  • [ 1351272-41-7 ]
  • 12
  • [ 1607-57-4 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate; tetrabutylammomium bromide / water; toluene / 24 h / 90 °C / Inert atmosphere 2: potassium <i>tert</i>-butylate / tetrahydrofuran / 24 h / 20 °C
  • 13
  • [ 87199-17-5 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate; tetrabutylammomium bromide / water; toluene / 24 h / 90 °C / Inert atmosphere 2: potassium <i>tert</i>-butylate / tetrahydrofuran / 24 h / 20 °C
  • 14
  • [ 1351272-41-7 ]
  • [ 74388-46-8 ]
  • C50H40N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% With potassium phosphate; palladium diacetate In N,N-dimethyl acetamide at 110℃; for 24h; Inert atmosphere;
  • 15
  • [ 1351272-41-7 ]
  • [ 227471-78-5 ]
  • C53H38O [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% With potassium phosphate; palladium diacetate In N,N-dimethyl acetamide at 110℃; for 24h; Inert atmosphere;
  • 16
  • [ 1351272-41-7 ]
  • [ 92874-17-4 ]
  • (E)–2–butyl–6–(4–(1,2,2–triphenylvinyl)styryl)–1H–benzo[de]isoquinoline–1,3(2H)–dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
61.3% With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 90℃; Inert atmosphere; Synthesis of NTPEs 3 and 4: General procedure: Compound 7 or 8 (0.2 g, 0.60 mmol),(2-(4-vinylphenyl)ethene-1,1,2-triyl)tribenzene (0.226 g, 0.63 mmol),Pd(OAc)2 (0.0167 g, 0.00746 mmol), and P(o-tolyl)3 (0.01 g,0.031 mmol) were dissolved in N,N-dimethylformamide (DMF) (10 mL)and triethylamine (3 mL). The reaction mixture was left for 24 h under anitrogen atmosphere at 90 °C. After completion of the reaction, thereaction mixture was cooled to room temperature and poured intowater (50 mL), followed by extraction with diethyl ether (50 two times. Subsequently, the organic layer was separated, washed withsaturated brine solution, dried over Na2SO4, and concentrated undervacuum. The resulting residue was purified by column chromatographyon silica gel with hexane/chloroform (3:7, v/v) as the eluent.
  • 17
  • [ 1351272-41-7 ]
  • 5–bromo–2–butyl–1H–benzo[de]isoquinoline–1,3(2H)–dione [ No CAS ]
  • (E)–2–butyl–5–(4–(1,2,2–triphenylvinyl)styryl)–1H–benzo[de]isoquinoline–1,3(2H)–dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
57.2% With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 90℃; Inert atmosphere; Synthesis of NTPEs 3 and 4: General procedure: Compound 7 or 8 (0.2 g, 0.60 mmol),(2-(4-vinylphenyl)ethene-1,1,2-triyl)tribenzene (0.226 g, 0.63 mmol),Pd(OAc)2 (0.0167 g, 0.00746 mmol), and P(o-tolyl)3 (0.01 g,0.031 mmol) were dissolved in N,N-dimethylformamide (DMF) (10 mL)and triethylamine (3 mL). The reaction mixture was left for 24 h under anitrogen atmosphere at 90 °C. After completion of the reaction, thereaction mixture was cooled to room temperature and poured intowater (50 mL), followed by extraction with diethyl ether (50 two times. Subsequently, the organic layer was separated, washed withsaturated brine solution, dried over Na2SO4, and concentrated undervacuum. The resulting residue was purified by column chromatographyon silica gel with hexane/chloroform (3:7, v/v) as the eluent. (E)-2-Butyl-5-(4-(1,2,2-triphenylvinyl)styryl)-1H-benzo[de]isoquinoline-1,3(2H)-dione, 3: NTPE 3 was obtained in 57.2% yield(0.21 g).1H NMR (CDCl3, 600 MHz) δ 8.802 (1H, d, J=1.651 Hz, aromatic), 8.518 (1H, dd, J1-2=0.825 Hz, J1-3=7.153 Hz, aromatic),8.148 (1H, d, J=7.428 Hz, aromatic), 8.112 (1H, d,J=1.651 Hz, aromatic), 7.719 (1H, t, J=7.978 Hz, aromatic),7.334-7.298 (3H, m, aromatic), 7.215 (1H, d, J=16.231 Hz, =CH,ethylene), 7.147-7.029 (17H, m, aromatic), 4.196 (2H, t, J=7.428 Hz,-NCH2), 1.752-1.702 (2H, m, -CH2), 1.491-1.429 (2H, m, -CH2),0.987 (3H, t, J=7.428 Hz, -CH3).13C NMR (CDCl3, 150 MHz) δ164.26, 164.18, 144.13, 143.64, 143.62, 143.55, 141.44, 140.41,136.45, 134.52, 133.63, 132.15, 131.88, 131.40, 131.36, 131.34,131.30, 131.03, 130.53, 128.81, 127.82, 127.75, 127.65, 127.41,127.33, 126.62, 126.57, 126.51, 126.43, 126.17, 123.08, 122.75,40.29, 30.24, 20.39, 13.86. HRMS (ESI-TOF): m/Z calculated forC44H36NO2 610.2740 [M+H]+, measured 610.2738 [M+H]+.
  • 18
  • [ 19063-55-9 ]
  • [ 1351272-41-7 ]
  • (E)-6-(4-(1,2,2-triphenylvinyl)styryl)-2H-chromen-2-one [ No CAS ]
  • 19
  • [ 19063-56-0 ]
  • [ 1351272-41-7 ]
  • (E)-7-(4-(1,2,2-triphenylvinyl)styryl)-2H-chromen-2-one [ No CAS ]
  • 20
  • [ 38169-99-2 ]
  • [ 1351272-41-7 ]
  • (E)-5-(4-(1,2,2-triphenylvinyl)styryl)-2H-chromen-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine In N,N-dimethyl-formamide at 90℃; Inert atmosphere;
  • 21
  • [ 1351272-41-7 ]
  • [ 60-24-2 ]
  • 2-((4-(1,2,2-triphenylvinyl)phenethyl)thio)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 24h; Inert atmosphere; Sealed tube; 2.3. Synthesis of 2-((4-(1,2,2-triphenylvinyl)phenethyl)thio)ethanol (TPEOH) The TPE-OH was prepared by reacting TPE and mercapto ethanol inthe presence of AIBN as initiator as shown in Scheme 2. To a round bottomflask added TPE (2.255 g, 6.3 mmol), mercapto ethanol (3.938 g,50.4 mmol), and AIBN (517.3 mg, 3.15 mmol) and toluene (160 mL)and dissolved under nitrogen gas. The reaction flask sealed using rubberstopper after purging (30min) with nitrogen gas. Then reacted for 24 hat 70 °C. After cooling to room temperature, excess mercapto ethanoland toluene were removed by vacuum distillation. The product TPEOHwas obtained after placing overnight in a vacuum oven at 40 °C(yield 70% approximately). The 1H NMR of TPE-OH is given insupporting information (Fig. S5).
  • 22
  • [ 100-42-5 ]
  • [ 65-85-0 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: methanesulfonic acid; phosphorus pentoxide / 6 h / 0 - 20 °C 2: zinc; titanium tetrachloride / tetrahydrofuran / 6 h / 0 - 60 °C
  • 23
  • [ 119-61-9 ]
  • [ 3139-85-3 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
86% With titanium tetrachloride; zinc In tetrahydrofuran at 0 - 60℃; for 6h; 1.2-2.2 Step 2: Preparation of [1-(4-vinylphenyl)-1,2,2-triphenyl]ethylene Under stirring at room temperature, 600g of zinc powder and 8L of tetrahydrofuran were added to the 20L reaction kettle and stirred evenly.Further, the reaction liquid was cooled to 0 degrees, and 550 g of titanium tetrachloride was added dropwise thereto. After the dropping, the reaction solution was stirred and reacted for 2 hours.Furthermore, a solution of 560 g of the previous step intermediate (light yellow solid) and 540 g of benzophenone dissolved in 2 L of tetrahydrofuran was added dropwise to the reaction solution. After the dropping, the reaction solution was heated to 60 degrees and reacted for 6 hours, and the reaction was completed.Further, the reaction solution was cooled to room temperature, and then 5 L of 15% potassium carbonate aqueous solution was added to quench the reaction.Further, the reaction solution was subjected to pressure filtration to filter out the solids, the filtrate was collected, the filtrate was allowed to stand for layering, the organic phase was collected, and the aqueous phase was extracted twice with 3L of dichloromethane.Further, the organic phases are combined, and the solvent is recovered by distillation under normal pressure. The residue was recrystallized from toluene to obtain 832 g of a pale yellow solid powder product with a yield of 86%.Product HPLC purity: 98.7%.
  • 24
  • [ 7677-24-9 ]
  • [ 1351272-41-7 ]
  • [ 22575-25-3 ]
  • C63H71NO2 [ No CAS ]
  • C63H71NO2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
88 % de With tert.-butylnitrite; tetrakis(actonitrile)copper(I) hexafluorophosphate; {3aS-[2(3'aR*,8'aS*),3aα,8aα]-2,2'-(cyclopropylidene)-bis{3a,8a-dihydro-8H-indeno[1,2-d]-oxazole} In acetonitrile at 25℃; for 48h; Sealed tube; Inert atmosphere; Overall yield = 52 percent; Overall yield = 43.8 mg;
  • 25
  • [ 108-05-4 ]
  • [ 34699-28-0 ]
  • [ 1351272-41-7 ]
YieldReaction ConditionsOperation in experiment
57% With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); lithium iodide; zinc at 65℃; for 8h; Inert atmosphere; Sealed tube; Green chemistry;
  • 26
  • [ 1351272-41-7 ]
  • C16H14BrN3Se [ No CAS ]
  • C44H35N3Se [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With tetrabutylammonium bromide; palladium diacetate; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 6h; Inert atmosphere;
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