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HRID28339

反应详情

EQUATION

反应方程式

HRID 28339 的结构方程式

REACTANTS

反应物

2
结构：COCc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](O)CC[C@@H]12
HCID9797000

未命名化合物

结构：CC(C)=O.O=S(=O)(O)O.[O]=[Cr](=[O])=[O]
HCID131709961

未命名化合物

PRODUCTS

生成物

1
结构：COCc1cc2c(cc1O)CC[C@@H]1[C@@H]2CC[C@]2(C)C(=O)CC[C@@H]12
HCID11709434

未命名化合物

收率 37.3%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC(C)=O
溶剂HCID180

Acetone

C3H6O

CONDITIONS

反应条件

温度
-70 °C

PROCEDURE

实验过程

262 mg (828 μmol) of 2-methoxymethyl-estra-1,3,5(10)-triene-3,17β-diol was dissolved in acetone, cooled to −70° C., and mixed in portions with Jones reagent (1.6 mmol). After 45 minutes, it was quenched with methanol, mixed with water and extracted with ethyl acetate. The combined organic phases were washed with a saturated sodium chloride solution, dried on sodium sulfate, and concentrated by evaporation in a rotary evaporator. Flash chromatography (n-hexane/ethyl acetate) yielded 97 mg (37%) of the desired product as colorless crystals.

WORKUP

后处理

  1. customit was quenched with methanol
  2. additionmixed with water
  3. extractionextracted with ethyl acetate
  4. washThe combined organic phases were washed with a saturated sodium chloride solution
  5. customdried on sodium sulfate
  6. concentrationconcentrated by evaporation in a rotary evaporator