HRID4667

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID31217

Phenyl glycidyl ether

C9H10O2

结构：CCOC(=O)C1=C(C)NC(CC)=C(C(=O)OCC)C1c1cc([N+](=O)[O-])ccc1OCCCCN

HCID14050495

未命名化合物

PRODUCTS

生成物

结构：CCOC(=O)C1=C(C)NC(CC)=C(C(=O)OCC)C1c1cc([N+](=O)[O-])ccc1OCCCCNCC(O)COc1ccccc1

HCID14050483

未命名化合物

收率 20.1%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID887

Methanol

CH4O

PROCEDURE

实验过程

In 46 ml of methanol were dissolved 4.62 g of diethyl 4-[2-(4-aminobutoxy)-5-nitrophenyl]-2-ethyl-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate and 1.46 g of glycidyl phenyl ether, and the solution formed was refluxed under heating for 15 hours. After cooling the reaction solution, the solution was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and the product was eluted with chloroform-methanol (95:5 v/v). Crude crystals were recrystallized from ethanol to give 1.22 g of diethyl 2-ethyl-4-[2-[4-(2-hydroxy-3-phenoxypropylamino)butoxy]-5-nitrophenyl]-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate.

WORKUP

后处理

customthe solution formed
temperaturewas refluxed
temperatureunder heating for 15 hours
temperatureAfter cooling the reaction solution
concentrationthe solution was concentrated under reduced pressure
washthe product was eluted with chloroform-methanol (95:5 v/v)
customCrude crystals were recrystallized from ethanol

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-2f3c02f79686496e8840329c81d3621d
来源数据集: uspto-grants-1988_02
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04727082
来源说明: uspto-grants-1988_02

反应 SMILES

[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-:15])=[O:14])=[CH:9][C:8]=1[CH:16]1[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:20]([CH3:27])[NH:19][C:18]([CH2:28][CH3:29])=[C:17]1[C:30]([O:32][CH2:33][CH3:34])=[O:31].[C:35]1([O:41][CH2:42][CH:43]2[O:45][CH2:44]2)[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1>CO>[CH2:28]([C:18]1[NH:19][C:20]([CH3:27])=[C:21]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[CH:16]([C:8]2[CH:9]=[C:10]([N+:13]([O-:15])=[O:14])[CH:11]=[CH:12][C:7]=2[O:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:1][CH2:44][CH:43]([OH:45])[CH2:42][O:41][C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:17]=1[C:30]([O:32][CH2:33][CH3:34])=[O:31])[CH3:29]