Реакция #10040

Уравнение реакции

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

hydrochloric acid

→

title compound

Выход 95.0%

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

Выход 95.0%

Растворители

water

Условия реакции

Обработка

1. 1
   ДругоеAfter completion of the reaction
2. 2
   Другоеthe 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
   ДругоеThe crystals which precipitated
5. 5
   Фильтрацияwere collected by filtration

Методика

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).

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