HRID1707300

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID7748

Ethyl bromoacetate

C4H7BrO2

HCID10796

Cesium carbonate

CCs2O3

结构：COC(=O)CCCC(=O)c1ccc(OCCCC/C=C/c2ccc(OC)cc2)c(O)c1

HCID23178139

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)COc1cc(C(=O)CCCC(=O)OC)ccc1OCCCC/C=C/c1ccc(OC)cc1

HCID23178134

未命名化合物

收率 111.3%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Under the conditions of example 1A, 420 mg of 5-(3-hydroxy-4-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-phenyl}-5-oxopentanoic acid methyl ester is reacted with 167 mg of bromoacetic acid ethyl ester in 4 ml of dimethylformamide in the presence of 650 mg of cesium carbonate and worked up. 562 mg of 5-{3-(1-ethoxycarbonylmethoxy)-4-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-phenyl}-5-oxo-pentanoic acid methyl ester is obtained as colorless oil.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-5a54d7fbb95346fbb3c64debb2cb3537
来源数据集: uspto-grants-1994_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05352701
来源说明: uspto-grants-1994_10

反应 SMILES

[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[C:11]([OH:30])[CH:10]=1)=[O:8].[CH2:32]([O:34][C:35](=[O:38])[CH2:36]Br)[CH3:33].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:1][O:2][C:3](=[O:31])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]2[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=2)=[C:11]([O:30][CH2:36][C:35]([O:34][CH2:32][CH3:33])=[O:38])[CH:10]=1)=[O:8]