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HRID465138

反应详情

EQUATION

反应方程式

HRID 465138 的结构方程式

REACTANTS

反应物

4
结构：c1c[nH]cn1
HCID795

Imidazole

C3H4N2

结构：O
HCID962

Water

H2O

结构：CC(C)(C)[Si](C)(C)Cl
HCID28928

Chloro(1,1-dimethylethyl)dimethylsilane

C6H15ClSi

结构：C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
HCID221493

Cholic acid

C24H40O5

PRODUCTS

生成物

1
结构：C[C@H](CCC(=O)O)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O[Si](C)(C)C(C)(C)C)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
HCID70479218

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Cholic acid, 4.08 g, is dissolved in 10 ml of dry dimethylformamide and 3.40 g of imidazole is added, followed by 3.60 g of t-butyldimethylsilyl chloride. The reaction mixture is allowed to stand overnight at room temperature. The reaction mixture is poured into water, filtered and the precipitate is washed with water. This precipitate is dissolved in 30 ml of tetrahydrofuran and 3 ml of water and 2 ml of acetic acid is added. After 6.5 hours, the solvent is evaporated and the residue chromatographed on 200 g of silica gel with 5% methanol in methylene chloride as eluent, to provide 3α-(t-butyldimethylsilyloxy)-7α,12α-dihydroxy-5β-cholan-24-oic acid, mp 145.5°-148, having the following structural formula: ##STR15##

WORKUP

后处理

  1. filtrationfiltered
  2. washthe precipitate is washed with water
  3. dissolutionThis precipitate is dissolved in 30 ml of tetrahydrofuran
  4. addition3 ml of water and 2 ml of acetic acid is added
  5. waitAfter 6.5 hours
  6. customthe solvent is evaporated
  7. customthe residue chromatographed on 200 g of silica gel with 5% methanol in methylene chloride as eluent