Aluminium lithium hydride → rac-tert-butyl N-[(1r,4r)-4-formylcyclohexyl]carbamate

HRID 29759

반응식

HRID 29759 반응식
[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:19])N(OC)C)[CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>CCOCC>[C:1]([O:5][C:6](=[O:20])[NH:7][CH:8]1[CH2:9][CH2:10][CH:11]([CH:14]=[O:19])[CH2:12][CH2:13]1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 21226445Aluminium lithium hydrideHCID 24720928Tert-butyl trans-4-(N-methoxy-N-methylcarbamoyl)cyclohexylcarbamate

생성물 1

HCID 11020615rac-tert-butyl N-[(1r,4r)-4-formylcyclohexyl]carbamate수율 105.8%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

[4-(Methoxy-methyl-carbamoyl)-cyclohexyl]-carbamic acid tert-butyl ester (7.50 g, 26.2 mmol) in dry ether (150 ml) was reduced with an excess LiAlH4. The reaction mixture was quenched by careful addition of water and extracted with CHCl3. The mixture was dried and concentrated under reduced pressure to give (4-formyl-cyclohexyl)-carbamic acid tert-butyl ester (6.30 g, 93%).

후처리

  1. customThe reaction mixture was quenched by careful addition of water
  2. extractionextracted with CHCl3
  3. customThe mixture was dried
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4957361cdce74dd4a55bb646c85e54e8
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423012B2

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