HRID66825

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID24758

Sodium hydride

HNa

HCID84580

Ethyl 5-bromovalerate

C7H13BrO2

结构：CCOC(=O)c1[nH]c2ccc(OCc3ccccc3)cc2c1-c1ccccc1

HCID4777862

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)CCCCn1c(C(=O)OCC)c(-c2ccccc2)c2cc(OCc3ccccc3)ccc21

HCID54250733

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

An amount of 23.5 g (63.3 m mole) of 5-benzyloxy-3-phenyl-1H-2-indole-carboxylic acid ethylester in absolute dimethylformamide was mixed with 3.0 g (63.3 m mole) of 50% sodium hydride. After 30 minutes, 13.2 g (63.3 m mole) of 5-bromo-valeric acid ethylester were added, and the mixture was stirred for three days. After evaporation, the residue obtained was chromatographed on silicagel (solvent: toluene/acetone (20.1)).

WORKUP

后处理

customAfter evaporation
customthe residue obtained
customwas chromatographed on silicagel (solvent: toluene/acetone (20.1))

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2380d4f359754994b05163591b874988
来源数据集: uspto-grants-1982_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04343811
来源说明: uspto-grants-1982_08

反应 SMILES

[CH2:1]([O:3][C:4]([C:6]1[NH:7][C:8]2[C:13]([C:14]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[CH:12][C:11]([O:21][CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)=[CH:10][CH:9]=2)=[O:5])[CH3:2].[H-].[Na+].[CH2:31]([O:33][C:34](=[O:40])[CH2:35][CH2:36][CH2:37][CH2:38]Br)[CH3:32]>CN(C)C=O>[CH2:31]([O:33][C:34](=[O:40])[CH2:35][CH2:36][CH2:37][CH2:38][N:7]1[C:8]2[C:13](=[CH:12][C:11]([O:21][CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:10][CH:9]=2)[C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[C:6]1[C:4]([O:3][CH2:1][CH3:2])=[O:5])[CH3:32]