HRID641333

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：C=CCOc1ccc(C(=O)OC)cc1N(CC=C)S(=O)(=O)c1cc(Cl)ccc1OC

HCID66788974

未命名化合物

PRODUCTS

生成物

HCID66788887

未命名化合物

收率 73%

AUXILIARIES

试剂、催化剂与溶剂

结构：[C-]#[O+].[Cl-].[H-].[Ru+2].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1

催化剂HCID86892

Einecs 241-051-0

C55H46ClOP3Ru

2 次

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

A solution of 3-[allyl-(5-chloro-2-methoxy-benzenesulfonyl)-amino]-4-allyloxy-benzoic acid methyl ester (243 mg, 0.537 mmol) and carbonylchlorohydrotris(triphenylphosphine)-ruthenium (15 mg, 16 μmol) in toluene (2.6 mL) was stirred at 95° C. for 16 h, then another portion of carbonylchlorohydrotris(triphenylphosphine)ruthenium (27 mg, 25 μmol) was added, and stirring was continued over 48 h, then the solvent was evaporated. Chromatography (SiO2, heptane-ethyl acetate gradient) furnished 3-[(5-chloro-2-methoxy-benzenesulfonyl)-propenyl-amino]-4-[(propenyl)oxy]-benzoic acid methyl ester (177 mg, 73%). Light red oil, MS (ISP)=452.1 (M+H)+.

WORKUP

后处理

customthe solvent was evaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-c9e3808ad3f547e0b82b0ba515a87f2f
来源数据集: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07696200B2
来源说明: uspto-grants-2010_04

反应 SMILES

[CH3:1][O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:11][CH:12]=[CH2:13])=[C:6]([N:14]([CH2:27][CH:28]=[CH2:29])[S:15]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=2[O:25][CH3:26])(=[O:17])=[O:16])[CH:5]=1>C1(C)C=CC=CC=1.[H-].[C-]#[O+].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[Cl-].[Ru+2]>[CH3:1][O:2][C:3](=[O:30])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]=[CH:12][CH3:13])=[C:6]([N:14]([S:15]([C:18]2[CH:23]=[C:22]([Cl:24])[CH:21]=[CH:20][C:19]=2[O:25][CH3:26])(=[O:17])=[O:16])[CH:27]=[CH:28][CH3:29])[CH:5]=1