Hydroxyamine hydrochloride → HCID 178436623, compound

Participants

Reaction Steps

Potassium tert-butoxide (2.71 g, 24.1 mmol) was carefully dissolved in MeOH (25 mL). To this solution hydroxylamine hydrochloride (1.44 g, 20.7 mmol) followed by 3-(4-cyano-2-ethyl-6-methyl-phenyl)-propionic acid (1.50 g, 6.90 mmol) dissolved in MeOH (7.5 mL) was added. The mixture was refluxed for 8 h and the solvent was evaporated. The residue was dissolved in 2 N aq. HCl and extracted with EA. The pH of the aq. phase was adjusted to pH 5 by adding sat. aq. NaHCO3 and the mixture was extracted three times with EA. The combined org. extracts were dried over Na2SO4, filtered, evaporated and dried to give 3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenyl]-propionic acid as a white solid (1.4 g). LC-MS: tR=0.60 min, [M+1]+=251.17.

Provenance & Evidence