HRID34421

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID180

Acetone

C3H6O

HCID11430

Potassium Carbonate

CK2O3

结构：COC(=O)C1=C(C)NC(C)=C(C(=O)OCCCOc2ccc(CCO)cc2)C1c1cccc([N+](=O)[O-])c1

HCID14178553

未命名化合物

PRODUCTS

生成物

结构：CCCOCCc1ccc(OCCCOC(=O)C2=C(C)NC(C)=C(C(=O)OC)C2c2cccc([N+](=O)[O-])c2)cc1

HCID20129603

未命名化合物

PROCEDURE

实验过程

A solution of 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-(3-[4-(2-hydroxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine (125 g, 0.252 moles) in acetone (700 mL) is stirred at reflux for 8 hours with K2CO3 (48 g, 0.35 mol) and n-bromopropane (61.5 g, 0.5 mol). After evaporation of the solvent, the crude product is purified by flash chromatography (solvent=93:7 CH2Cl2 :acetone) to yield 2,6-dimethyl-3-methoxycarbonyl-4-(3-nitrophenyl)-5-(3-[4-(2-propoxyethyl)phenoxy]propoxycarbonyl)-1,4-dihydropyridine as an oil.

WORKUP

后处理

customAfter evaporation of the solvent
customthe crude product is purified by flash chromatography (solvent=93:7 CH2Cl2 :acetone)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-ee8c8ea67b0843c3a47fa903363b793d
来源数据集: uspto-grants-1988_08
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04761420
来源说明: uspto-grants-1988_08

反应 SMILES

[CH3:1][C:2]1[NH:3][C:4]([CH3:37])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][O:27][C:28]2[CH:33]=[CH:32][C:31]([CH2:34][CH2:35][OH:36])=[CH:30][CH:29]=2)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9].C([O-])([O-])=O.[K+].[K+].[CH3:44][C:45]([CH3:47])=O>>[CH3:1][C:2]1[NH:3][C:4]([CH3:37])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][O:27][C:28]2[CH:29]=[CH:30][C:31]([CH2:34][CH2:35][O:36][CH2:44][CH2:45][CH3:47])=[CH:32][CH:33]=2)=[O:22])[CH:6]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[CH:13]=2)[C:7]=1[C:8]([O:10][CH3:11])=[O:9]