Ammonia → HCID 21401682, compound

Participants

Reaction Steps

Ethyl 8-chlorocarbonyl-12-acetoxyheptadecanoate (8.38 g.; 0.02 mole) is added with stirring to a 28% solution of ammonia in water (concentrated ammonium hydroxide) (75 ml.). The amide forms at once and separates as a semi-solid. It is dissolved in ether, washed with water and dried over sodium sulfate. The ether is removed under vacuum to give the title compound as a semi-solid, yield 6.8 g. The product is purified by column chromatography on silica gel with 2% methanol in chloroform as eluant; pmr (CDCl3)δ 0.88 (3H,t), 2.02 (3H,s CH3COO), 4.12 (2H,q), 4.85 (1H,m HCO), 5.98 (2H,s NH2).

Provenance & Evidence