Methanol → methyl (2S)-2-methylpyrrolidine-2-carboxylate hydrochloride

반응식

S(Cl)([Cl:3])=O.[CH3:5][C@@:6]1([C:11]([OH:13])=[O:12])[CH2:10][CH2:9][CH2:8][NH:7]1.[CH3:14]O>>[ClH:3].[CH3:5][C@@:6]1([C:11]([O:13][CH3:14])=[O:12])[CH2:10][CH2:9][CH2:8][NH:7]1

참가 물질

반응물 3

HCID 887Methanol

HCID 24386Thionyl Chloride

HCID 69936642-Methyl-L-proline

생성물 1

HCID 57516455methyl (2S)-2-methylpyrrolidine-2-carboxylate hydrochloride

반응 조건

온도: 0 °C

실험 절차

To a solution of anhydrous MeOH (65 mL) at 0° C. was added thionyl chloride (9.03 mL, 124 mmol) slowly over a 5 min period. 2-Methyl-(L)-proline (Bachem AG, Cat. No. F-3440, Bubendorf, Switzerland) (4.0 gm, 31 mmol) was added in one portion. The reaction was stirred at 0° C. for 5 min and then warmed to rt. The reaction was then heated to 70° C. overnight. The reaction was cooled and the solvent removed to yield 2-methyl-(L)-proline, methyl ester hydrochloride as a white solid (5.72 gm).

후처리

additionF-3440, Bubendorf, Switzerland) (4.0 gm, 31 mmol) was added in one portion
temperaturewarmed to rt
temperatureThe reaction was then heated to 70° C. overnight
temperatureThe reaction was cooled
customthe solvent removed

출처 및 근거

ORD 기록: ord-b144ab72bd8b40a5916f30af8c450795
출처 데이터셋: uspto-grants-2005_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06943180B2

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