HRID1384044

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID8357

3,4,5-Trimethoxybenzoic acid

C10H12O5

HCID8471

Triethylamine

C6H15N

HCID75885

5-Bromo-1,2,3-trimethoxybenzene

C9H11BrO3

HCID21904359

未命名化合物

PRODUCTS

生成物

HCID75885

5-Bromo-1,2,3-trimethoxybenzene

C9H11BrO3

结构：COc1cc(P(=O)(OCc2ccccc2)OCc2ccccc2)cc(OC)c1OC

HCID54545930

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

结构：[Pd].c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1.c1ccc(P(c2ccccc2)c2ccccc2)cc1

催化剂HCID11979704

未命名化合物

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

3,4,5-Trimethoxybromobenzene is prepared from 3,4,5-trimethoxybenzoic acid following the procedure of Tetrahedron Lett. 26 (1985):5939-5942. Dibenzyl phosphite is heated in the presence of tetrakis(triphenylphosphine) palladium (0), triethylamine and toluene with 3,4,5-trimethoxybromobenzene to give dibenzyl 3,4,5-trimethoxyphenylphosphonate 2 following the procedure of J. Med. Chem. 32 (1989):1580-1590.

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-6dd7de0dcf85448f9dc822dedacd2784
来源数据集: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06258360B1
来源说明: uspto-grants-2001_07

反应 SMILES

[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]=[C:10]([O:14][CH3:15])[C:11]=1[O:12][CH3:13])C(O)=O.[P:16]([O-:33])([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[O:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(N(CC)CC)C.[CH3:41][O:42][C:43]1[CH:44]=[C:45]([Br:53])[CH:46]=[C:47]([O:51][CH3:52])[C:48]=1[O:49][CH3:50]>[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(C)C=CC=CC=1>[CH3:41][O:42][C:43]1[CH:44]=[C:45]([Br:53])[CH:46]=[C:47]([O:51][CH3:52])[C:48]=1[O:49][CH3:50].[CH3:15][O:14][C:10]1[CH:9]=[C:5]([P:16](=[O:33])([O:25][CH2:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:4]=[C:3]([O:2][CH3:1])[C:11]=1[O:12][CH3:13]