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HRID581613

反应详情

EQUATION

反应方程式

HRID 581613 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)[C@H]1CCC[C@H]2[C@@H](O)CCC[C@]12C
HCID57216772

未命名化合物

PRODUCTS

生成物

1
结构：C[C@H](CC#CC(C)(C)O)[C@H]1CCC[C@H]2C(=O)CCC[C@]12C
HCID56998139

未命名化合物

收率 71%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

PROCEDURE

实验过程

1.22 g (4.17 mmol) of (1S,4aR,5R,8aR)-5-((R)-5-hydroxy-1,5-dimethyl-hex-3-ynyl)-4a-methyl-decahydro-naphthalen-1-ol was dissolved in 36 ml of abs. CH2Cl2 and oxidized with 4.72 g (12.51 mmol) of pyridinium dichromate during 2 h at ambient temperature. Filtration overCelite, evaporation to dryness, and flash chromatography (SiO2, Hexane/AcOEt=7/3) produced 860 mg of the title compound as colorless oil.

WORKUP

后处理

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