Structure of 110726-28-8
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CAS No. : | 110726-28-8 |
Formula : | C29H28O3 |
M.W : | 424.53 |
SMILES Code : | CC(C)(C1=CC=C(O)C=C1)C1=CC=C(C=C1)C(C)(C1=CC=C(O)C=C1)C1=CC=C(O)C=C1 |
MDL No. : | MFCD00191685 |
InChI Key : | WXYSZTISEJBRHW-UHFFFAOYSA-N |
Pubchem ID : | 634278 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H317-H319 |
Precautionary Statements: | P280-P305+P351+P338 |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92.6% | With zinc(II) chloride In dichloromethane at 40℃; for 3 h; | In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.mol ophenol, 1,1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-bromoisopropylphenyl)] ethane, 200 mL of dichloromethane,2 g of ZnCl2 was added with stirring, and the temperature was gradually raised to 40 ° C and reacted for 3 hours.The mixture was poured into 100 mL of ice-water mixture, and then 2 mL of concentrated hydrochloric acid was added and stirred.The aqueous phase was separated and the organic phase was washed with hot water three times.The hot organic phase was transferred to a distillation flask under reducedpressure section dichloromethane was distilled off, the residue was transferred to a beaker and cooled to room temperature, the precipitated 1- [α, α- (4-hydroxy-phenyl) ethyl ]-[α/-methyl-α/- (4/- hydroxyphenyl) ethyl] benzene was recrystallized from methylene chloride to give 39.3 g (m / z: 424.20) in a yield of 92.6percent |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83.2% | at 45 - 50℃; for 22.5 h; Inert atmosphere | Example 7Synthesis of 1-[α,α-bis(4-hydroxyphenyl)ethyl]-4-[α-methyl-α-(4-hydroxyphenyl)ethyl]benzeneInto a 200-ml four-way flask fitted with a drip funnel, cooling tube and agitator, 22.6 g (0.240 mol) of phenol, 0.7 g (3 percent by weight of phenol introduced) of toluene and 0.5 ml of dodecyl mercaptan were introduced and the system was heated to 45° C. while substituting the interior with nitrogen.After having been substituted with nitrogen, the interior of the system was substituted with hydrogen chloride gas. A solution prepared by dissolving 11.2 g (0.038 mol) of the 4-[1-(4-acetoxyphenyl)-1-methylethyl]acetophenone obtained by Example 6 in 11.2 g (0.119 mol) of phenol was dripped into the flask over a period of 1.5 hours while maintaining the temperature in the flask at 45° C. Supply of hydrochloric acid gas into the system was continued while dripping. When the entire volume had been dripped, the mixture was agitated for 21 hours at 50° C. to continue with the reaction. When the reaction was complete, 50.0 g of toluene and 10.0 g of distilled water were added to the reaction mixture, after which 16percent aqueous solution of sodium hydroxide was added to neutralize the mixture, which was then heated to 85° C. to dissolve the crystal and the water layer was separated and removed. Distilled water was added to the obtained organic layer for the purpose of washing with water, followed by separation and removal of the water layer, and this operation was performed twice. The obtained organic layer was crystallized and precipitated crystal was filtered out and dried to obtain 13.6 g of white crystal, or 1-[α,α-bis(4-hydroxyphenyl)ethyl]-4-[a-methyl-a-(4-hydroxyphenyl)ethyl]benzene, with a purity of 95.5percent based on high-performance liquid chromatography.The yield relative to 4-(1-(4-acetoxyphenyl)-1-methylethyl)acetophenone was 83.2percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90.2% | With zinc(II) chloride In dichloromethane for 3 h; Reflux | In the electric apparatus equipped with stirring, reflux condenser four-neck flask (drying tube) and a thermometer, was added 0.1 mol of phenol, 1,1-bis (4-hydroxyphenyl) 0.1mol 1- [4 / (α-chloroisopropylphenyl)] ethane, 200 mL of dichloromethanewas added 1.5 g of ZnCl2under stirring, and the temperature was gradually raised to boiling for 3 hours.The mixture was poured into a 100 mL ice-water mixtureand 1.5 mL of concentrated hydrochloric acid was added and stirred.The aqueous phase was separated and the organic phase was washed with hot water three times.The organic phase was transferred to a distillation flaskwhilehot, and a portion of the dichloromethane was distilled off under reduced pressure. The residue was transferred to a beaker and cooled to room temperature to precipitate 1- [α, α-bis (4-hydroxyphenyl) ethyl ] 4- [α/-methyl-α/- (4/hydroxyphenyl) ethyl] benzene, which was recrystallized from methylene chloride togive 38.3 g (m / z: 424.20) of product, |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
183 g | Stage #1: With 1-dodecylthiol In methanol at 60℃; for 1 h; Stage #2: With hydrogenchloride In methanol at 60℃; for 12 h; |
Specifically, l- (4- (2-chloropropan-2-yl) phenyl) ethanone (108 g, 0.556 mol) was dissolved in phenol (475 g, 5.0 mmol) followed by dodecylmercaptan (19.2 g, 0.169 mol ) And methanol (25 g, 1.4 mol) were added. After stirring at 60 ° C for 1 hour, hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the reaction mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of methyl isobutyl ketone toluene mixed solvent and 100 g of water were added. The reaction mixture was washed with water and the aqueous layer was separated and further washed with water. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 4,4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2- Phenyl) ethane-1,1-diyl) bis (2-methyl phenol) 183 g was obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
191 g | Stage #1: With 1-dodecylthiol In methanol at 60℃; for 1 h; Stage #2: With hydrogenchloride In methanol at 60℃; for 12 h; |
Specifically, 1- (4- (2-hydroxypropan-2-yl) phenyl) ethanone (100 g, 0.556 mol) To a solution of phenol (475 g, 5.0 mmol) After dissolving, dodecyl mercaptan (19.2 g, 0.169 mol) and methanol (25 g, 1.4 mol) were added and stirred at 60 ° C for 1 hour The hydrogen chloride (HCl) gas was blown to saturation, and the reaction was carried out at 60 ° C for 12 hours. After completion of the reaction, the mixture was neutralized with a 10percent sodium hydroxide solution, and 276 g of a mixed solvent of methyl isobutyl ketone and toluene and 100 g of water were added thereto. The reaction mixture was washed with water, separated from the aqueous layer and further washed with water. After washing with water, crystallization was carried out. The precipitated crystals were separated by filtration and dried under reduced pressure to obtain a white solid 191 g of 4,4 '- (1- (4- (2- (4-hydroxyphenyl) propan-2-yl) phenyl) ethane- 1,1-diyl) bis (2-methylphenol) was obtained. |
Tags: 110726-28-8 synthesis path| 110726-28-8 SDS| 110726-28-8 COA| 110726-28-8 purity| 110726-28-8 application| 110726-28-8 NMR| 110726-28-8 COA| 110726-28-8 structure
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