Benzene, (3-bromopropoxy)- → 4-[Hydroxy(di-2-thienyl)methyl]-1-[3-(phenyloxy)propyl]-1-azoniabicyclo[2.2.2]octane bromide

HRID 533806Notes

Reaction equation

HRID 533806 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][CH2:30][Br:31])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)(Cl)Cl>[Br-:31].[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]([CH2:30][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

4

Reactant 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 688655991-Azabicyclo[2.2.2]oct-4-yl(di-2-thienyl)methanol

Product 1

HCID 115045644-[Hydroxy(di-2-thienyl)methyl]-1-[3-(phenyloxy)propyl]-1-azoniabicyclo[2.2.2]octane bromideYield 45.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Following the general procedure outlined in Example 4, 1-azabicyclo[2.2.2]oct-4-yl(di-2-thienyl)methanol (0.0578 g, 0.189 mmol) and 3-bromopropyl phenyl ether (0.033 mL, 0.209 mmol) in 1MeOH/1 CHCl3 (4.0 mL) were reacted to give the desired product (0.0448 g, 45.4%). EI-MS m/z 440(M+) Rt (1.94 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-03463f3e96634f168e7f8bf5e2ef3659
Source dataset
uspto-grants-2014_10
Patent number
US08853404B2

Reaction notes

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