Dimethylformamide → HCID 57317869, compound

Participants

Reaction Steps

Under a nitrogen atmosphere, triethylamine (13.8 ml), dimethylcarbamoyl chloride (9 ml) and 4-dimethylaminopyridine (125 mg) were added in that order to a solution of erythro 3-(3-nitro-4-hydroxyphenyl)-4-(4-hydroxyphenyl)hexane (4.21 g) in dry N,N-dimethylformamide (90 ml) at 0-5° C., and the resulting mixture was heated to room temperature and stirred for 2 days. The reaction mixture was diluted with water and extracted twice with a mixed solvent of diethyl ether and ethyl acetate. The organic layer was washed with water and then a saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure to obtain erythro 3-(3-nitro-4-dimethylcarbamoyloxyphenyl)-4-(4-dimethylcarbamoyloxyphenyl)hexane (5.14 g, quantitative yield).

Provenance & Evidence