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1-Bromo-4-((2-bromoethoxy)methyl)benzene → 1-(2-{[(4-Bromophenyl)methyl]oxy}ethyl)-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane Bromide

HRID 1875673
笔记
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反应方程式

HRID 1875673 反应方程式
[N:1]12[CH2:8][CH2:7][C:4]([C:9]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[OH:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[Br:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][O:31][CH2:32][CH2:33]Br)=[CH:26][CH:25]=1>CC#N.C(Cl)(Cl)Cl>[Br-:23].[Br:23][C:24]1[CH:25]=[CH:26][C:27]([CH2:30][O:31][CH2:32][CH2:33][N+:1]23[CH2:6][CH2:5][C:4]([C:9]([OH:10])([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)[C:11]4[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=4)([CH2:3][CH2:2]2)[CH2:7][CH2:8]3)=[CH:28][CH:29]=1
参与物反应条件实验过程后处理来源与证据反应笔记

参与物

4

反应物 2

HCID 136543811-Bromo-4-((2-bromoethoxy)methyl)benzeneHCID 23992385二苯基(奎宁环-4-基)甲醇

产物 1

HCID 115851161-(2-{[(4-Bromophenyl)methyl]oxy}ethyl)-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane Bromide收率 46.2%

试剂、催化剂与溶剂 1

HCID 22555007Acetonitrile chloroform溶剂

反应条件

温度
60 °C

实验过程

1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (30 mg, 0.102 mmol) was added to a solution of 1-bromo-4-{[(2-bromoethyl)oxy]methyl}benzene (42 mg, 0.143 mmol) in 2:3 CH3CN/CHCl3 (3 mL), and the reaction was heated at 60° C. for 96 h. The reaction was concentrated, and the crude product was washed with EtOAc (3×1 mL). The product was dried under high vacuum to give the title compound (19.4 mg, 32%). LC/MS ESI RT 2.07 min M+ 506

后处理

  1. concentrationThe reaction was concentrated
  2. washthe crude product was washed with EtOAc (3×1 mL)
  3. customThe product was dried under high vacuum

来源与证据

ORD记录
ord-a610acb8a8aa43f2b6e8325b1da28bb2
来源数据集
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
专利号
US08309572B2

反应笔记

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本页导航参与物反应条件实验过程后处理来源与证据反应笔记