HRID1816499

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7503

Benzyl chloride

C7H7Cl

HCID10796

Cesium carbonate

CCs2O3

结构：C[C@H](CCC(=O)O)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

HCID69410833

未命名化合物

PRODUCTS

生成物

结构：C[C@H](CCC(=O)OCc1ccccc1)[C@H]1CC=C2C3=C(CC[C@@]21C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3

HCID69410835

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

CONDITIONS

反应条件

温度: 50 °C

PROCEDURE

实验过程

3β-Hydroxy-4,4-dimethyl-5α-chola-8,14-dien-24-oic acid (100 mg) is suspended in 5 ml of dry DMF. 811 mg of cesium carbonate and 0.29 ml of benzyl chloride is added and the mixture is stirred at 50° C. overnight. After aqueous work-up, column chromatography and crystallisation from acetone/water 55 mg of the title compound is obtained. Melting point: 118-119° C.

WORKUP

后处理

customAfter aqueous work-up, column chromatography and crystallisation from acetone/water 55 mg of the title compound
customis obtained

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-4184c9e182374ac7acf180085336811b
来源数据集: uspto-grants-2005_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06884796B2
来源说明: uspto-grants-2005_04

反应 SMILES

[OH:1][C@H:2]1[CH2:25][CH2:24][C@@:23]2([CH3:26])[C@@H:4]([CH2:5][CH2:6][C:7]3[C:8]4[C@:19]([CH3:27])([CH2:20][CH2:21][C:22]=32)[C@@H:11]([C@H:12]([CH3:18])[CH2:13][CH2:14][C:15]([OH:17])=[O:16])[CH2:10][CH:9]=4)[C:3]1([CH3:29])[CH3:28].C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:36](Cl)[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>CN(C=O)C>[CH2:36]([O:16][C:15](=[O:17])[CH2:14][CH2:13][C@H:12]([C@@H:11]1[C@:19]2([CH3:27])[C:8]([C:7]3[CH2:6][CH2:5][C@@H:4]4[C@:23]([C:22]=3[CH2:21][CH2:20]2)([CH3:26])[CH2:24][CH2:25][C@H:2]([OH:1])[C:3]4([CH3:28])[CH3:29])=[CH:9][CH2:10]1)[CH3:18])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1