Réaction #10040

Équation de réaction

methyl (2S,4S)-4-acetylthio-1-methyl-2-pyrrolidinecarboxylate

hydrochloric acid

→

title compound

Rendement 95.0%

(2S, 4S)-4-mercapto-1-methyl-2-pyrrolidinecarboxylic acid hydrochloride

Rendement 95.0%

Solvants

water

Conditions de réaction

Traitement

1. 1
   AutreAfter completion of the reaction
2. 2
   Autrethe water in the reaction mixture was removed by distillation under reduced pressure
3. 3
   workup.ADDITIONAcetic acid (10 mL) and ethyl acetate (20 mL) were added to the residue, which
4. 4
   AutreThe crystals which precipitated
5. 5
   Filtrationwere collected by filtration

Mode opératoire

A mixed solution of methyl (2S,4S)-4-acetylthio-1-methyl-2-pyrrolidinecarboxylate (10.7 g), concentrated hydrochloric acid (14.9 g) and water (16 mL) was stirred at from 75 to 85° C. for 5 hours. After completion of the reaction, the water in the reaction mixture was removed by distillation under reduced pressure. Acetic acid (10 mL) and ethyl acetate (20 mL) were added to the residue, which was stirred at from 0 to 5° C. for 1 hour. The crystals which precipitated were collected by filtration to give the title compound (9.2 g, yield 95%). Nuclear magnetic resonance spectrum (400 MHz, CDCl3) δ(ppm): 2.11–2.20 (m, 1H), 2.97–3.05 (m, 1H), 3.02 (s, 3H), 3.56–3.68 (m, 2H), 3.80–3.88 (m, 1H), 4.35–4.41 (m, 1H).

Source