2-Bromoethanol → 1-Azoniabicyclo[2.2.2]octane, 4-(hydroxydiphenylmethyl)-1-(2-hydroxyethyl)-, bromide (1:1)

HRID 1782439Notes

Reaction equation

HRID 1782439 reaction equation
[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][OH:26]>CC#N>[Br-:23].[OH:10][C:9]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:4]12[CH2:5][CH2:6][N+:1]([CH2:24][CH2:25][OH:26])([CH2:2][CH2:3]1)[CH2:8][CH2:7]2

Participants

4

Reactant 2

HCID 108982-BromoethanolHCID 239923851-Azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol

Product 1

HCID 115173061-Azoniabicyclo[2.2.2]octane, 4-(hydroxydiphenylmethyl)-1-(2-hydroxyethyl)-, bromide (1:1)Yield 60.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the general procedure outlined in Example 3, 1-azabicyclo[2.2.2]oct-4-yl(diphenyl)methanol (0.0638 g, 0.217 mmol) and 2-bromoethanol (0.035 mL, 0.494 mmol) in 2 CH3CN/3 CHCl3 (4.0 mL) were reacted to give the desired product (0.0541 g, 60.1%). EI-MS m/z 338(M+) Rt (1.42 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-0d6ef788b1cc43fa81d5184ba1ae968f
Source dataset
uspto-grants-2009_03
Patent number
US07498440B2

Reaction notes

Loading…