HRID1040330

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11776

Triphenylphosphine

C18H15P

$结构：CCOC(=O)/C(=C\C=C\c1c(OC)cccc1OC)N=[N+]=[N-]$

HCID86637359

未命名化合物

PRODUCTS

生成物

$结构：CCOC(=O)/C(=C\C=C\c1c(OC)cccc1OC)N=P(c1ccccc1)(c1ccccc1)c1ccccc1$

HCID86637360

未命名化合物

收率 89.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

PROCEDURE

实验过程

Add, dropwise, a solution of 5 g of ethyl (2E,4E)-2-azido-5-(2,6-dimethoxyphenyl)penta-2,4-dienoate (16.5 mmol) in 60 mL of DCM to a solution of 4.37 g (16.7 mmol) of triphenylphosphine in 40 mL of DCM. Stir the reaction mixture for 2 h at RT, then concentrate under reduced pressure. Solidify the residue obtained in 100 mL of isopropyl ether, then filter on a frit and rinse with 50 mL of isopropyl ether, giving 7.9 g of ethyl (2E,4E)-5-(2,6-dimethoxyphenyl)-2-[(triphenylphosphoranylidene)amino]penta-2,4-dienoate in the form of a white solid.

WORKUP

后处理

additionAdd
concentrationconcentrate under reduced pressure
customobtained in 100 mL of isopropyl ether
filtrationfilter on a frit
washrinse with 50 mL of isopropyl ether

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-73589baf8cef4b8a87b694d1a6815eb4
来源数据集: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US08552201B2
来源说明: uspto-grants-2013_10

反应 SMILES

[N:1](/[C:4](=[CH:10]/[CH:11]=[CH:12]/[C:13]1[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:14]=1[O:21][CH3:22])/[C:5]([O:7][CH2:8][CH3:9])=[O:6])=[N+]=[N-].[C:23]1([P:29]([C:36]2[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=2)[C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>C(Cl)Cl>[CH3:22][O:21][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]([O:19][CH3:20])[C:13]=1/[CH:12]=[CH:11]/[CH:10]=[C:4](/[N:1]=[P:29]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)\[C:5]([O:7][CH2:8][CH3:9])=[O:6]