Benzene, (2-bromoethoxy)- → 4-[Hydroxy(di-2-thienyl)methyl]-1-[2-(phenyloxy)ethyl]-1-azoniabicyclo[2.2.2]octane bromide

HRID 2038256Notes

Reaction equation

HRID 2038256 reaction equation
[N:1]12[CH2:8][CH2:7][C:4]([C:9]([C:16]3[S:17][CH:18]=[CH:19][CH:20]=3)([C:11]3[S:12][CH:13]=[CH:14][CH:15]=3)[OH:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[C:21]1([O:27][CH2:28][CH2:29][Br:30])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[Br-:30].[OH:10][C:9]([C:16]1[S:17][CH:18]=[CH:19][CH:20]=1)([C:11]1[S:12][CH:13]=[CH:14][CH:15]=1)[C:4]12[CH2:5][CH2:6][N+:1]([CH2:29][CH2:28][O:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)([CH2:8][CH2:7]1)[CH2:2][CH2:3]2

Participants

3

Reactant 2

HCID 68526Benzene, (2-bromoethoxy)-HCID 688655991-Azabicyclo[2.2.2]oct-4-yl(di-2-thienyl)methanol

Product 1

HCID 117131394-[Hydroxy(di-2-thienyl)methyl]-1-[2-(phenyloxy)ethyl]-1-azoniabicyclo[2.2.2]octane bromideYield 74.7%

Procedure

Following the general procedure outlined in Example 4, 1-azabicyclo[2.2.2]oct -4-yl(di-2-thienyl)methanol (0.0693 g, 0.227 mmol) and 2-bromoethyl phenyl ether (0.056 g, 0.279 mmol) in 1MeOH/1CHCl3 (3.0 mL) were reacted to give the desired product (0.0822 g, 74.7%). ELMS m/z 426(M+) Rt (2.00 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-d94fee20d5234646b403ffb89cfa6ab2
Source dataset
uspto-grants-2013_11
Patent number
US08575347B2

Reaction notes

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