HRID1974217

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11430

Potassium Carbonate

CK2O3

HCID20274

Heptane, 1-iodo-

C7H15I

结构：NC(=O)c1cc(C(=O)CN(Cc2ccccc2)Cc2ccccc2)ccc1O

HCID121727

5-((Bis(benzyl)amino)acetyl)salicylamide

C23H22N2O3

PRODUCTS

生成物

结构：CCCCCCCOc1ccc(C(=O)CN(Cc2ccccc2)Cc2ccccc2)cc1C(N)=O

HCID21488889

未命名化合物

收率 99.8%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6569

Methyl ethyl ketone

C4H8O

PROCEDURE

实验过程

A mixture of potassium carbonate (3.73 g), 5-(N,N-dibenzylglycyl) salicylamide (10 g) and 1-iodo heptane (7.5 g) in butanone (200 ml) was stirred and heated under reflux for 24 hours. The solid was filtered off and the filtrate was evaporated. The residue was partitioned between ethyl acetate and water. The dried (MgSO4) ethyl acetate solution was evaporated to give a yellow oil (12.6 g) which crystallised twice from isopropanol to yield the ether (6.3 g) m.p. 97.5°-98°.

WORKUP

后处理

temperatureheated
temperatureunder reflux for 24 hours
filtrationThe solid was filtered off
customthe filtrate was evaporated
customThe residue was partitioned between ethyl acetate and water
dry with materialThe dried (MgSO4) ethyl acetate solution
customwas evaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-eded272c926b42ee9a7bfb331ade1567
来源数据集: uspto-grants-1976_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04000192
来源说明: uspto-grants-1976_12

反应 SMILES

C(=O)([O-])[O-].[K+].[K+].[CH2:7]([N:14]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[CH2:15][C:16]([C:18]1[CH:26]=[C:22]([C:23]([NH2:25])=[O:24])[C:21]([OH:27])=[CH:20][CH:19]=1)=[O:17])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.I[CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42]>CC(=O)CC>[CH2:28]([N:14]([CH2:7][C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[CH2:15][C:16]([C:18]1[CH:19]=[CH:20][C:21]([O:27][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH3:42])=[C:22]([CH:26]=1)[C:23]([NH2:25])=[O:24])=[O:17])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1