Reacción #10040

Ecuación de reacción

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

hydrochloric acid

→

title compound

Rendimiento 95.0%

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

Rendimiento 95.0%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter completion of the reaction
2. 2
   Otrothe 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
   OtroThe crystals which precipitated
5. 5
   Filtraciónwere collected by filtration

Procedimiento

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).

Fuente