Water → HCID 53715766, compound

Participants

Reaction Steps

Dihydroxyethyl-isopropylamine (15.06 g, 102.3 mmol) was combined with triethylamine (45.6 ml, 327.35 mmol) and 4-dimethylaminopyridine (1.26 g, 10.23 mmol) in dichloromethane (210 ml). The mixture was cooled, and a solution of acryloyl chloride (1.26 g, 102.23 mmol) in dichloromethane (75 ml) added thereto dropwise over 30 minutes. The mixture was allowed to warm to room temperature and stirring was continued over 21 hours. Water (125 ml) was added, stirring was continued for a further 10 minutes after which the mixture was extracted with ether (375 ml). The extract was dried over sodium sulfate and concentrated to produce an oil which was flash chromotographed on silica gel using hexane/ethyl acetate (97/3) as the elutent. After 6 liters of the elutent had been used, the polarity of the elutent was increased by changing the mixture to 90/10. There was obtained 16 g (62%) of isopropyl-di(acrylylethyl)amine as a clear oil.

Provenance & Evidence