HRID1913800

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID313

Hydrochloric Acid

ClH

HCID14797

Potassium hydroxide

HKO

结构：COC(=O)c1ccc(CC(/C=C/c2ccccc2OCc2ccc(C(C)(C)C)cc2)CCc2ccc(C#N)cc2)cc1

HCID57831375

未命名化合物

PRODUCTS

生成物

结构：CC(C)(C)c1ccc(COc2ccccc2/C=C/C(CCc2ccc(C(=O)O)cc2)Cc2ccc(C(=O)O)cc2)cc1

HCID59180496

未命名化合物

收率 135.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1031

1-Propanol

C3H8O

CONDITIONS

反应条件

温度: 110 °C

PROCEDURE

实验过程

A solution of 430 mg (0.77 mmol) of methyl 4-{(3E)4-{2-[(4-tert-butylbenzyl)oxy]phenyl}-2-[2-(4-cyanophenyl)ethyl]but-3-en-1-yl}benzoate in 20 ml of 1-propanol is mixed with 1.73 g (30.84 mmol) of potassium hydroxide and stirred at 110° C. for 5 hours. The mixture is adjusted to pH 2 with 1 M hydrochloric acid and evaporated. The resulting residue is purified directly by preparative HPLC. 290 mg (0.52 mmol, 53% yield) of the title compound are obtained.

WORKUP

后处理

customevaporated
customThe resulting residue is purified directly by preparative HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-571817d4cef74e02a9a7e0756c2f5bc5
来源数据集: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08609727B2
来源说明: uspto-grants-2013_12

反应 SMILES

[C:1]([C:5]1[CH:42]=[CH:41][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:31][CH2:32]C2C=CC(C#N)=CC=2)[CH2:20][C:21]2[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][CH:22]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[OH-:43].[K+].Cl>C(O)CC>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2/[CH:17]=[CH:18]/[CH:19]([CH2:20][C:21]2[CH:30]=[CH:29][C:24]([C:25]([OH:27])=[O:26])=[CH:23][CH:22]=2)[CH2:31][CH2:32][C:5]2[CH:42]=[CH:41][C:8]([C:9]([OH:10])=[O:43])=[CH:7][CH:6]=2)=[CH:41][CH:42]=1)([CH3:2])([CH3:3])[CH3:4]