(4-Bromobutoxy)benzene → 4-[Hydroxy(diphenyl)methyl]-1-[4-(phenyloxy)butyl]-1-azoniabicyclo[2.2.1]heptane bromide

HRID 499663Notes

Reaction equation

HRID 499663 reaction equation
[N:1]12[CH2:7][C:4]([C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[OH:9])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[C:22]1([O:28][CH2:29][CH2:30][CH2:31][CH2:32][Br:33])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CC#N>[Br-:33].[OH:9][C:8]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:4]12[CH2:7][N+:1]([CH2:32][CH2:31][CH2:30][CH2:29][O:28][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)([CH2:6][CH2:5]1)[CH2:2][CH2:3]2

Participants

4

Reactant 2

HCID 70986(4-Bromobutoxy)benzeneHCID 426258561-Azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol

Product 1

HCID 684623594-[Hydroxy(diphenyl)methyl]-1-[4-(phenyloxy)butyl]-1-azoniabicyclo[2.2.1]heptane bromideYield 67%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the general procedure outlined in Example 2, 1-azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol (31.8 mg, 0.114 mmol) and 4-bromobutyl phenyl ether (44.3 mg, 0.193 mmol) in 2 CH3CN/3 CHCl3 (2.5 mL) were reacted to give the desired product (38.7 mg, 67%). EI-MS m/z 428 (M+) Rt (1.98 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-085ff9fd38444c4bb787d62df32651cc
Source dataset
uspto-grants-2010_08
Patent number
US07767691B2

Reaction notes

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