HRID34415

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID702

Ethanol

C2H6O

HCID7449

3-Nitrobenzaldehyde

C7H5NO3

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

HCID20129521

未命名化合物

HCID54174016

未命名化合物

PRODUCTS

生成物

结构：COC(=O)C1=C(C)NC(C)=C(C(=O)OCCCOc2ccc(CCOC3CCCCO3)cc2)C1c1cccc([N+](=O)[O-])c1

HCID14208786

未命名化合物

PROCEDURE

实验过程

A mixture of 3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propyl acetoacetate (2, 5 g), methyl 3-aminocrotonate (3, 2.3 g), 3-nitrobenzaldehyde (4, 2.9 g) and ethanol (70 mL) is heated at reflux for about 12 hours. The solvent is removed under reduced pressure and the residue purified using silica gel chromatography (90/10CH2Cl2 /acetone) to yield 2,6-dimethyl-3-carbomethoxy-4-(3-nitrophenyl)-5-[3-(4-[2-(tetrahydropyran-2-yloxy)ethyl]phenoxy)propoxycarbonyl]-1,4-dihydropyridine (1, mp<55° C.).

WORKUP

后处理

temperatureis heated
temperatureat reflux for about 12 hours
customThe solvent is removed under reduced pressure
customthe residue purified

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-eb9ebf900137450299afcd3bf8520aa1
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]([CH3:33])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26]CCCCCBr)=[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].[CH3:34][O:35][C:36](=O)[CH2:37][C:38]1[CH:43]=[CH:42][C:41](SCC2C=CC=CC=2)=[CH:40][CH:39]=1.[N+]([C:56]1[CH:57]=[C:58](C=CC=1)[CH:59]=[O:60])([O-])=O.C([OH:66])C>>[CH3:1][C:2]1[NH:3][C:4]([CH3:33])=[C:5]([C:21]([O:23][CH2:24][CH2:25][CH2:26][O:66][C:41]2[CH:40]=[CH:39][C:38]([CH2:37][CH2:36][O:35][CH:34]3[CH2:56][CH2:57][CH2:58][CH2:59][O:60]3)=[CH:43][CH:42]=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]