Water → 1-Benzyl-4-hydroxyazepane

HRID 1269782노트

반응식

HRID 1269782 반응식
[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH2:1]([N:8]1[CH2:14][CH2:13][CH2:12][CH:11]([OH:15])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 15143501-Benzyl-hexahydro-4H-azepin-4-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 44295381-Benzyl-4-hydroxyazepane수율 84%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of 1-benzyl-4-azepanone (610 mg, 3.00 mmol) in diethyl ether (8 ml) was added to a suspension of lithium aluminum hydride (57 mg, 1.50 mmol) in diethyl ether (5 ml) at 0° C. and stirred for 1 hour. Water (0.057 ml), a 2N-aqueous sodium hydroxide solution (0.114 ml) and then water (0.171 ml) were added to the reaction mixture, and the resulting mixture was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate 1/1, chloroform/methanol=30/1) to obtain 1-benzyl-4-azepanol (516 mg, 84%).

후처리

  1. dry with materialthe resulting mixture was dried over anhydrous magnesium sulfate
  2. distillationdistilled under reduced pressure
  3. customto remove the solvent
  4. customThe resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate 1/1, chloroform/methanol=30/1)

출처 및 근거

ORD 기록
ord-c771e64275094d2ab2cd2bf462e7766e
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

반응 노트

불러오는 중…