Chloroform → 4-Vinylbenzoyl chloride

Participants

Reaction Steps

Into a reaction vessel fitted with a cooling pipe, a stirrer, a thermometer and a nitrogen feed pipe, 20 parts of formula-(21) 4-vinylbenzoic acid, 0.6 part of 4-tert-butylcatechol and 225 parts of chloroform were fed, and then cooled to 15° C. or below. While keeping the liquid temperature at 15° C. or below, 2.8 parts of dehydrated N,N-dimethylformamide was added, and then 87.4 parts of oxalyl chloride was dropwise added thereto. After its addition made dropwise, the liquid temperature was raised to room temperature, followed by stirring for 20 hours. After the reaction was completed, the solvent was evaporated off under reduced pressure, and then 340 parts of n-heptane was added. The organic layer formed was washed with ion-exchanged water, and this organic layer was dried with magnesium sulfuric anhydride, followed by evaporation of the solvent under reduced pressure to obtain a crude product of formula-(22) 4-vinylbenzoic acid chloride (21.8 parts).

Provenance & Evidence