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Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate → 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid

HRID 644189
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HRID 644189 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23]([S:25][CH3:26])[CH:22]=[CH:21][C:16]=2[C:17]([O:19]C)=[O:18])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>[Li+].[OH-].CO.C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:24]=[C:23]([S:25][CH3:26])[CH:22]=[CH:21][C:16]=2[C:17]([OH:19])=[O:18])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
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참가 물질

5

반응물 1

HCID 57936618Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate

생성물 1

HCID 115596842-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid수율 86%

시약·촉매·용매 3

HCID 887Methanol용매HCID 3939Lithium Hydroxide용매HCID 8028Tetrahydrofuran용매

실험 절차

The methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate (504 mg, 1.32 mmol) was dissolved in a mixture of 1 M LiOH (2 mL), MeOH (2 mL), and THF (6 mL) and left to stir overnight. The mixture was concentrated in vacuo to remove MeOH and THF. The residue was diluted with dichloromethane (50 mL), washed with saturated aqueous citric acid (2×5 mL) and water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the desired product as a yellow solid (417 mg, 1.13 mmol, 86%).

후처리

  1. waitleft
  2. concentrationThe mixture was concentrated in vacuo
  3. customto remove MeOH and THF
  4. additionThe residue was diluted with dichloromethane (50 mL)
  5. washwashed with saturated aqueous citric acid (2×5 mL) and water (2×5 mL)
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5d6468e30e044d7790b89bb39820351b
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700628B2

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