HRID1613088

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID5238

Sodium Iodide

INa

HCID11430

Potassium Carbonate

CK2O3

HCID14986292

未命名化合物

HCID14986441

未命名化合物

PRODUCTS

生成物

结构：CCCc1c(OCCCCCCc2ccc(C(C)(C)C)c(OC)c2OC)ccc(C(=O)OCc2ccccc2)c1O

HCID14986442

未命名化合物

收率 84%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID180

Acetone

C3H6O

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

A mixture of 4.0 g (11.2 mmole) of 1-(6-bromohexyl)-2,3-dimethoxy-4-(1,1-dimethylethyl)benzene, 3.2 g (11.2 mmole) of 2,4-dihydroxy-3-propylbenzoic acid phenylmethyl ester, 3.1 g (22.4 mmole) of potassium carbonate and 1.7 g (11.2 mmole) of sodium iodide in 70 mL of anhydrous acetone and 7 mL of anhydrous dimethylformamide was stirred at reflux for 31 hours. Workup as in Example 16 and purification by HPLC using 5% ethyl acetate-hexane gave 5.3 g, (84% yield) of 2-hydroxy-4-[6-[2,3-dimethoxy-4-(1,1-dimethylethyl)phenyl]hexyloxy]-3-propylbenzoic acid phenylmethyl ester as an oil.

WORKUP

后处理

temperatureat reflux for 31 hours
customWorkup as in Example 16 and purification by HPLC

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-dd100062e1a94897a0866d898d8ad33e
来源数据集: uspto-grants-1993_03
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05191108
来源说明: uspto-grants-1993_03

反应 SMILES

Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([O:18][CH3:19])[C:9]=1[O:20][CH3:21].[C:22]1([CH2:28][O:29][C:30](=[O:42])[C:31]2[CH:36]=[CH:35][C:34]([OH:37])=[C:33]([CH2:38][CH2:39][CH3:40])[C:32]=2[OH:41])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(C)=O.CN(C)C=O>[C:22]1([CH2:28][O:29][C:30](=[O:42])[C:31]2[CH:36]=[CH:35][C:34]([O:37][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]3[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([O:18][CH3:19])[C:9]=3[O:20][CH3:21])=[C:33]([CH2:38][CH2:39][CH3:40])[C:32]=2[OH:41])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1