HRID986709

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID4875

Potassium iodide

HCID11430

Potassium Carbonate

CK2O3

HCID20157024

未命名化合物

HCID20157025

未命名化合物

PRODUCTS

生成物

结构：CCCc1c(OCCCOc2ccc(C(=O)OCCCN(C)C)cc2Br)ccc(C(C)=O)c1OC(C)=O

HCID13745629

未命名化合物

收率 69.5%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

In dimethylformamide (30 ml), 3-(3-acetoxy-4-acetyl-2-propylphenoxy)propylbromide (1.6 g) was allowed to react with 3-dimethylaminopropyl 3-bromo-4-hydroxybenzoate.hydrochloride (1.7 g), potassium iodide (0.83 g) and potassium carbonate (0.7 g) at 60°-70° C. for 6 hours with stirring. Insoluble materials were filtered off, and the filtrate was concentrated. The resulting syrup was purified by means of a flash chromatography using silica-gel to give 3-dimethylaminopropyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate (1.8 g). The product was dissolved in ether, to which was added equivalent oxalic acid (250 mg) to give crystalline oxalate (1.8 g), m.p. 141°-142° C.

WORKUP

后处理

filtrationInsoluble materials were filtered off
concentrationthe filtrate was concentrated
customThe resulting syrup was purified by means of a flash chromatography

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-076e7e6f1da64693b75dc8f800036652
来源数据集: uspto-grants-1987_12
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04714774
来源说明: uspto-grants-1987_12

反应 SMILES

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