1-{[(2-Bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzene → 1-[2-({[4-(1,1-Dimethylethyl)phenyl]methyl}oxy)ethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane Bromide

HRID 1724976ノート

反応式

HRID 1724976 の反応式
[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][CH2:24][CH2:25][O:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]([CH3:37])([CH3:36])[CH3:35])=[CH:30][CH:29]=1>CC#N.C(Cl)(Cl)Cl>[Br-:23].[CH3:37][C:34]([C:31]1[CH:30]=[CH:29][C:28]([CH2:27][O:26][CH2:25][CH2:24][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:33][CH:32]=1)([CH3:35])[CH3:36]

参加物

4

反応物 2

HCID 136543781-{[(2-Bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzeneHCID 239923851-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol

生成物 1

HCID 116065461-[2-({[4-(1,1-Dimethylethyl)phenyl]methyl}oxy)ethyl]-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.2]octane Bromide収率 16%

試薬・触媒・溶媒 1

HCID 22555007Acetonitrile chloroform溶媒

反応条件

温度
60 °C

実験手順

1-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (30 mg, 0.102 mmol) was added to a solution of 1-{[(2-bromoethyl)oxy]methyl}-4-(1,1-dimethylethyl)benzene (25 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 washed with EtOAc (3×1 mL). The product was dried under high vacuum to give the title compound (9 mg, 16%). LC/MS ESI RT 2.28 min M+484

後処理

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

出典と根拠

ORDレコード
ord-bf66750e7051431bb61cc82abf8e6f62
出典データセット
uspto-grants-2009_02
特許番号
US07488827B2

反応ノート

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