HRID382809

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID887

Methanol

CH4O

$结构：CCc1c(OC)cc(C2CN(C)CC/C2=C\C(=O)OC)cc1OC$

HCID86757543

未命名化合物

HCID178418361

未命名化合物

PRODUCTS

生成物

HCID21901312

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID23938

Palladium

PROCEDURE

实验过程

g 2) A solution of 11.7 g (35.3 mmol) of methyl (E)-[3-(4-ethyl-3,5-dimethoxy-phenyl)-1-methyl-piperidin-4-ylidene]acetate in 100 ml of methanol was treated with 500 mg of Pd on charcoal and hydrogenated with hydrogen at room temperature for 12 hours. The catalyst was filtered off and the filtrate was evaporated. Chromatography (silica gel, ethyl acetate/methanol/NH4OH 200:10:1) yielded 9.14 g (77%) of methyl cis-[3-(4-ethyl-3,5-dimethoxy-phenyl)-1-methyl-piperidin-4-yl]-acetate as a colorless oil, Rf=0.23 (silica gel ethyl acetate methanol/NH4OH 200:10:1) and 2.56 g (21%) of methyl trans-[3-(4-ethyl-3,5-dimethoxy-phenyl)-1-methyl-piperidin-4-yl]-acetate as a colorless oil, Rf=0.12 (silica gel, ethyl acetate/methanol/NH4OH 200:10:1).

WORKUP

后处理

filtrationThe catalyst was filtered off
customthe filtrate was evaporated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-10d2d1a2c6cc448f879dc2afd98ac5e9
来源数据集: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
专利: US06310208B1
来源说明: uspto-grants-2001_10

反应 SMILES

[CH2:1]([C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([CH:11]2[CH2:12][N:13]([CH3:22])[CH2:14][CH2:15]/[C:16]/2=[CH:17]\[C:18]([O:20][CH3:21])=[O:19])=[CH:5][C:4]=1[O:23][CH3:24])[CH3:2].[H][H].[CH3:27][OH:28]>[Pd]>[C:18]([O:20][CH2:21][CH3:27])(=[O:19])[CH3:17].[CH3:8][OH:9].[NH4+:13].[OH-:28].[CH2:1]([C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([C@H:11]2[C@@H:16]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH2:15][CH2:14][N:13]([CH3:22])[CH2:12]2)=[CH:5][C:4]=1[O:23][CH3:24])[CH3:2].[CH2:1]([C:3]1[C:8]([O:9][CH3:10])=[CH:7][C:6]([C@H:11]2[C@H:16]([CH2:17][C:18]([O:20][CH3:21])=[O:19])[CH2:15][CH2:14][N:13]([CH3:22])[CH2:12]2)=[CH:5][C:4]=1[O:23][CH3:24])[CH3:2]