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HRID581608

反应详情

EQUATION

反应方程式

HRID 581608 的结构方程式

REACTANTS

反应物

2
结构：[O]=[Cr](=[O])([O-])[O][Cr](=[O])(=[O])[O-].c1cc[nH+]cc1.c1cc[nH+]cc1
HCID2724130

Chromic acid (H2Cr2O7), compd. with pyridine (1:2)

C10H12Cr2N2O7

结构：C[C@H](CC#CC(C)(C)O)C1=CCC[C@H]2[C@@H](O)CCC[C@]12C
HCID86754179

未命名化合物

PRODUCTS

生成物

1
结构：C[C@H](CC#CC(C)(C)O)C1=CCC[C@H]2C(=O)CCC[C@]12C
HCID57031123

未命名化合物

收率 76.2%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

590 mg (2.03 mmol) of (1S,4aS,8aR)-5-[(R)-5-Hydroxy-1,5-dimethyl-hex-3-ynyl]-4a-methyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-1-ol was dissolved in 10 ml of abs. CH2Cl2 and oxidized with 1.91 g (5.08 mmol) of pyridinium dichromate during 2 h at ambient temperature. Filtration over Celite, evaporation to dryness, and flash chromatography (SiO2, Hexane/AcOEt=7/3) produced 446 mg of the title compound as colorless oil.

WORKUP

后处理

  1. filtrationFiltration
  2. customover Celite, evaporation to dryness, and flash chromatography (SiO2, Hexane/AcOEt=7/3)