Dimethylformamide → HCID 21401043, compound

Participants

Reaction Steps

A mixture of 5.6 g of 2,2,2',2',6,6,6',6'-octamethyl-4,4'-bipiperidylidene, 5.0 g of triethylamine and 50 ml of dimethylformamide was cooled to 5°-10° C, and 4.5 g of acrylyl chloride was added dropwise thereto. After completion of the addition, the mixture was stirred at room temperature for one hour and then at 105°-110° C for 3 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure and the resulting residue was extracted with benzene. The extract was washed with 10% aqueous sodium carbonate solution and dried over potassium carbonate. The residue was purified by column chromatography on silica gel (eluted with a 10:1 mixture of benene and ethyl acetate), then by recrystallization from a 5:1 mixture of isopropyl ether and benzene, to give 1.2 g of the desired product melting at 196°-198° C.

Provenance & Evidence