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HRID422131

反应详情

EQUATION

反应方程式

HRID 422131 的结构方程式

REACTANTS

反应物

3
结构：O=C([O-])[O-].[Cs+].[Cs+]
HCID10796

Cesium carbonate

CCs2O3

结构：COc1cc(C)cc(S)c1
HCID22504719

未命名化合物

结构：CC1(C)CCC[C@]2(C)[C@@H](COS(C)(=O)=O)[C@](C)(O)CC[C@@H]12
HCID58294786

未命名化合物

PRODUCTS

生成物

1
结构：COc1cc(C)cc(SC[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3CC[C@@]2(C)O)c1
HCID66673229

未命名化合物

收率 74.2%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC#N
溶剂HCID6342

Acetonitrile

C2H3N

PROCEDURE

实验过程

A mixture of 3-methoxy-5-methylbenzenethiol (11) (3.14 g, 20.4 mmol), ((1S,2R,4aS,8aS)-2-hydroxy-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl)methyl methanesulfonate (12) (6.48 g, 20.4 mmol), and Cs2CO3 (19.90 g, 61.08 mmol) in CH3CN (300 mL) was stirred at room temperature for 1 h, then refluxed for 24 h. After cooling, the mixture was concentrated. Purification by chromatography on silica gel (Hexanes/EtOAc, 4:1) gave (1R,2R,4aS,8aS)-1-{[(3-methoxy-5-methylphenyl)sulfanyl]methyl}-2,5,5,8a-tetramethyl-decahydronaphthalen-2-ol (13) (5.70 g, purity ˜75%) as a yellow sticky mass.

WORKUP

后处理

  1. temperaturerefluxed for 24 h
  2. temperatureAfter cooling
  3. concentrationthe mixture was concentrated
  4. customPurification by chromatography on silica gel (Hexanes/EtOAc, 4:1)