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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
ノート
印刷プレビュー

反応式

HRID 962470 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-23ad9825e3a9412e9dedb3f1660a32e7
出典データセット
uspto-grants-1998_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05760018

反応ノート

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