反応 #362401

反応方程式

4'-octylbiphenyl-4-carboxylic acid

thionyl chloride

→

4'-octylbiphenyl-4-carboxylic acid chloride

収率 100.7%

溶媒

N,N-dimethyl formamide

反応条件

後処理

1. 1
   その他To a round bottom flask of 100 ml was placed
2. 2
   温度to reflux for 4 hours
3. 3
   workup.DISTILLATIONAn excess amount of thionyl chloride was distilled off

実験手順

To a round bottom flask of 100 ml was placed 1.5 g of 4'-octylbiphenyl-4-carboxylic acid, added 3 g of thionyl chloride, and further added a small amount of N,N-dimethyl formamide, and then the contents in the flask were subjected to reflux for 4 hours. An excess amount of thionyl chloride was distilled off to obtain 1.6 g of 4'-octylbiphenyl-4-carboxylic acid chloride. To this acid chloride was added a solution prepared by dissolving 0.6 g of optically active 4-hydroxy benzoic acid 2-octyl ester having an optical purity of 98% e.e., 0.4 g of triethylamine, and 0.15 g of dimethylamino pyridine in 50 ml of methylene chloride, and then the contents in the flask were stirred a whole day and night. After finishing the reaction, white insoluble matters produced were filtered off. After methylene chloride layer formed was washed sufficiently with a diluted hydrochloric acid and water, and dried, the organic solvent was separated under a reduced pressure. Crude products thus obtained were purified by column chromatography and recrystallization to obtain an objective compound having an optical purity of 98% e.e.

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