Ethyl Bromide → 1-Ethyl-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.1]heptane bromide

HRID 499660Notes

Reaction equation

HRID 499660 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.[Br:22][CH2:23][CH3:24]>CC#N>[Br-:22].[CH2:23]([N+:1]12[CH2:7][C:4]([C:8]([OH:9])([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)([CH2:5][CH2:6]1)[CH2:3][CH2:2]2)[CH3:24]

Participants

4

Reactant 2

HCID 6332Ethyl BromideHCID 426258561-Azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol

Product 1

HCID 160413961-Ethyl-4-[hydroxy(diphenyl)methyl]-1-azoniabicyclo[2.2.1]heptane bromideYield 65.3%

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 (31.3 mg, 0.112 mmol) and bromoethane (0.03 mL, 0.4 mmol) in 2 CH3CN/3 CHCl3 (2.5 mL) were reacted to give the desired product (28.4 mg, 65%). EI-MS m/z 308 (M+) Rt (1.49 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-05355a08ca90485c8425cd247d76061f
Source dataset
uspto-grants-2010_08
Patent number
US07767691B2

Reaction notes

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