N,N-Dimethylaniline → HCID 22272761, compound

Participants

Reaction Steps

To a solution of 4-amino-3,5-diisopropylphenol (1.02 g, 5.27 mmol) in dichloromethane (10 ml) was added N,N-dimethylaniline (770 mg, 6.34 mmol), then a solution of phenyl chloroformate (910 mg, 5.81 mmol) in dichloromethane (2 ml) was dropped thereinto with ice-cooling and stirring, and the mixture was stirred for 30 minutes. The reaction solution was diluted with water and extracted with dichloromethane. The organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated in vacuo. The resulting residue was purified by a silica gel column chromatography (silica gel 34 g, developing solvent; hexane:acetone=5:1) to provide 1.27 g (77%) of phenyl N-(2,6-diisopropyl-4-hydroxyphenyl)carbamate as colorless oil.

Provenance & Evidence