Lithium Hydroxide → 1-[(Benzyloxy)carbonyl]-3-methylpyrrolidine-3-carboxylic acid

HRID 875612노트

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HRID 875612 반응식
[Li+].[OH-].[CH3:3][C:4]1([C:19]([O:21]C)=[O:20])[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:10])[CH2:5]1>C(O)C>[CH2:12]([O:11][C:9]([N:6]1[CH2:7][CH2:8][C:4]([CH3:3])([C:19]([OH:21])=[O:20])[CH2:5]1)=[O:10])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 602052351-Benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate

생성물 1

HCID 602052341-[(Benzyloxy)carbonyl]-3-methylpyrrolidine-3-carboxylic acid수율 99.1%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
78 °C

실험 절차

A 3M LiOH solution (14.7 mL, 29.4 mmol) was added to 1-benzyl 3-methyl 3-methylpyrrolidine-1,3-dicarboxylate (2.72 g, 9.81 mmol) in ethanol (15 mL), and the reaction mixture was stirred at 78° C. (bath) for 1 hour. The ethanol was removed, and ether (30 mL) was added. The aqueous layer was separated and acidified with saturated potassium hydrogen sulfate to a pH of about 3 to about 4, extracted with ethyl acetate (50 mL), washed with brine and dried over sodium sulfate. After removal of the solvent, 1-(benzyloxycarbonyl)-3-methylpyrrolidine-3-carboxylic acid (2.56 g, 99% yield) was isolated as an oil.

후처리

  1. customThe ethanol was removed
  2. additionether (30 mL) was added
  3. customThe aqueous layer was separated
  4. extractionextracted with ethyl acetate (50 mL)
  5. washwashed with brine
  6. dry with materialdried over sodium sulfate
  7. customAfter removal of the solvent

출처 및 근거

ORD 기록
ord-d974793815bf4413b2ab5cb1cf651b18
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08981085B2

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