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

HRID 875609
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HRID 875609 반응식
[CH3:1][C:2]1([C:18]([O:20]CC)=[O:19])[CH2:7][CH2:6][CH2:5][N:4]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])[CH2:3]1.[Li+].[OH-]>C(O)C>[CH2:11]([O:10][C:8]([N:4]1[CH2:5][CH2:6][CH2:7][C:2]([CH3:1])([C:18]([OH:20])=[O:19])[CH2:3]1)=[O:9])[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 534862661-Benzyl 3-ethyl 3-methylpiperidine-1,3-dicarboxylate

생성물 1

HCID 532493621-[(Benzyloxy)carbonyl]-3-methylpiperidine-3-carboxylic acid수율 93.8%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
86 °C

실험 절차

To 1-benzyl 3-ethyl 3-methylpiperidine-1,3-dicarboxylate (3.0 g, 10.0 mmol) in ethanol (15 mL) was added LiOH (15.0 mL, 30.1 mmol), and the reaction mixture was stirred at 86° C. 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), and washed with brine and dried over sodium sulfate. After removal of the solvent, 1-(benzyloxycarbonyl)-3-methylpiperidine-3-carboxylic acid (2.6 g, 92% 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-0b43643e63fe45f288239327d6d54c55
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08981085B2

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