HRID1711416

反应详情

EQUATION

反应方程式

REACTANTS

反应物

结构：O=C(OCc1ccccc1)N1CCC(COc2ccc([N+](=O)[O-])c(CS(=O)(=O)c3cccc4ccccc34)c2)CC1

HCID58828632

未命名化合物

PRODUCTS

生成物

结构：Nc1ccc(OCC2CCN(C(=O)OCc3ccccc3)CC2)cc1CS(=O)(=O)c1cccc2ccccc12

HCID58828624

未命名化合物

收率 85%

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID702

Ethanol

C2H6O

PROCEDURE

实验过程

A mixture of 4-[3-(1-naphthylsulfonylmethyl)-4-nitrophenoxymethyl]-piperidine-1-carboxylic acid benzyl ester (0.9 g, 1.6 mmoles) and stannous chloride (1.8 g, 8 mmoles) in ethanol was heated at reflux temperature for 5 hours, cooled and concentrated under vacuum. The concentrate was diluted with water and extracted with EtOAc. The extracts were combined, dried over Na2SO4 and concentrated to afford the title compound (0.74 g, 1.36 mmoles).

WORKUP

后处理

temperaturewas heated
temperatureat reflux temperature for 5 hours
temperaturecooled
concentrationconcentrated under vacuum
additionThe concentrate was diluted with water
extractionextracted with EtOAc
dry with materialdried over Na2SO4
concentrationconcentrated

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-a346c6d0801a427a8c86f14cd9bcccbc
来源数据集: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
专利: US07790751B2
来源说明: uspto-grants-2010_09

反应 SMILES

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