Ethylene Glycol → Benzoic acid, 4-((1,1-dimethyl-2-((3-phenoxyphenyl)methoxy)ethyl))-, ethyl ester
Reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:27])([CH3:26])[CH2:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:14]=2)=[CH:5][CH:4]=1)#N.[OH-:28].[K+].Cl.[CH2:31](O)[CH2:32][OH:33]>O>[CH2:32]([O:33][C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH3:27])([CH3:26])[CH2:10][O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:14]=2)=[CH:5][CH:4]=1)=[O:28])[CH3:31].[C:4]([C:5]1[CH:1]=[CH:3][CH:8]=[CH:7][C:6]=1[C:9]([CH3:26])([CH3:27])[CH2:10][O:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:14]=1)([OH:33])=[O:28]Participants
7
Reactant 4
Product 2
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
3-Phenoxybenzyl 2-(4-ethoxycarbonylphenyl)-2-methylpropyl ether was synthesized according to the following procedures. (1) A mixture of 3.5 g of 3-phenoxybenzyl 2-(4-cyanophenyl)-2-methylpropyl ether, 7.0 g of potassium hydroxide, 7.0 g of water and 20 ml of ethylene glycol was stirred at 130° C. for 4.0 hours. The mixture was cooled to room temperature, and water was added and the mixture was made acidic by addition of hydrochloric acid. Then, the mixture was extracted with ether, and the ether extract was washed with water, dried over Na2SO4, and evaporated to give 3.1 g of 3-phenoxybenzyl 2-(carboxyphenyl)-2-methylpropyl ether (mp. 98.5°-102.5° C.).
Workup
- temperatureThe mixture was cooled to room temperature
- extractionThen, the mixture was extracted with ether
- extractionthe ether extract
- washwas washed with water
- dry with materialdried over Na2SO4
- customevaporated
Sources & evidence
- ORD record
- ord-77aed698fbbc4a7ba018b146803b30fc
- Source dataset
- uspto-grants-1986_02
- Patent number
- US04570005
Reaction notes
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