Ammonia → HCID 22475587, compound

Participants

Reaction Steps

[3-(5-chloro-2-nitrophenoxy)hexyl]methylcarbamic acid, 1,1-dimethylethyl ester (130 mg, 0.336 mmol) was dissolved in 4M hydrogen chloride in dioxane (10 ml). The resulting solution was stirred at room temperature for 3 h, then diluted with sodium bicarbonate solution containing ammonia and extracted three times with dichloromethane. The combined organic fractions were washed with brine then dried over magnesium sulphate. The solvent was evaporated and the residue dissolved in ethanol. To this solution was added oxalic acid in ethanol and the solvent evaporated. The residue was recrystallised from ethanol to give 90 mg (71%) of the title compound as a white solid.

Provenance & Evidence