Hydroxyamine hydrochloride → HCID 54057987, compound

Participants

Reaction Steps

A stirred solution of ethyl 5-[5-(4-cyanophenoxy)pentyloxy]-2-[N,N-bis(1-methylethyl)aminocarbonyl]phenoxyacetate (970 mg, 1.9 mmol) in 20 mL of anhydrous ethanol is treated with hydroxylamine hydrochloride (400 mg, 5.7 mmol) and 21% sodium ethoxide solution in ethanol (2.1 mL, 5.7 mmol) and stiffed at 50° C. overnight. The reaction is concentrated in vacuo and purified by chromatography on silica gel (20 g) with 80-100% ethyl acetate/hexane followed by 0-10% methanol/ethyl acetate as the eluent to afford (a) ethyl 2-[5-[5-[4-[amino(hydroxyimino)methyl]phenoxy]pentyloxy]-2-[N,N-bis(1-methylethyl)carbamoyl]phenoxy]acetate as a colorless foam;

Provenance & Evidence