Triethylamine → HCID 87947717, compound

Participants

Reaction Steps

b 120 l of ethanol were initially introduced into a vessel. At room temperature, 12 kg (26.786 mol) of ethyl (S)-3-(2-((S)-4-(4-cyanophenyl)-4-methyl-2,5-dioxoimidazolidin-1-yl)acetylamino)-3-phenylpropionate were added into the vessel, while stirring. 3.74 kg (53.813 mol) of hydroxylamine hydrochloride and 5.44 kg (7.45 l; 53.86 mol) of triethylamine were added. The reaction mixture was heated to reflux and stirred at 80° C. for 2 h. 90 l of ethanol were distilled off in vacuo at a bath temperature of 50° C. The remaining mixture was taken up in 220 l of ethyl acetate and this latter mixture was extracted three times with 50 l of water on each occasion. The ethyl acetate phase was evaporated down to 30 l in vacuo and at a bath temperature of 50° C. It was treated four times with 10 l of toluene on each occasion and evaporated to dryness.

Provenance & Evidence