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Hydrogen Peroxide → 4-Phenyl-4-[[1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy]methyl]piperidine-1-carboxylic acid tert-butyl ester

HRID 962470
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인쇄 미리보기

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HRID 962470 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)([CH2:14][O:15][C:16]([C:18]2[CH:23]=[C:22]([C:24]([F:27])([F:26])[F:25])[CH:21]=[C:20]([C:28]([F:31])([F:30])[F:29])[CH:19]=2)=[CH2:17])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-:38].[Na+].OO>O1CCCC1.O>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)([CH2:14][O:15][CH:16]([C:18]2[CH:19]=[C:20]([C:28]([F:31])([F:29])[F:30])[CH:21]=[C:22]([C:24]([F:26])([F:25])[F:27])[CH:23]=2)[CH2:17][OH:38])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 537945731-tert-Butoxycarbonyl-4-phenyl-4-[1-(3,5-bis(trifluoromethyl)phenyl) vinyloxymethyl]piperidine

생성물 1

HCID 105546134-Phenyl-4-[[1-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxyethoxy]methyl]piperidine-1-carboxylic acid tert-butyl ester

시약·촉매·용매 2

HCID 962Water
용매
HCID 8028Tetrahydrofuran용매2회

실험 절차

The compound of step (c) above was treated with BH3.tetrahydrofuran (5 ml of a 1M solution in tetrahydrofuran) under an atmosphere of nitrogen for 2 hours. A mixture of 4N NaOH (10 ml) and H2O2 (5 ml of a 29% solution in water) was added and the reaction stirred for 3 hours, then extracted with diethyl ether. The ethereal extracts were washed with sodium bisulphite solution then dried (Na2SO4) and concentrated. The residue was purified by chromatography on silica gel eluting with ethyl acetate-petroleum ether (3:7) to give the title compound as a colourless oil.

후처리

  1. additionwas added
  2. extractionextracted with diethyl ether
  3. washThe ethereal extracts were washed with sodium bisulphite solution
  4. dry with materialthen dried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography on silica gel eluting with ethyl acetate-petroleum ether (3:7)

출처 및 근거

ORD 기록
ord-23ad9825e3a9412e9dedb3f1660a32e7
출처 데이터셋
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05760018

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