1-Bromononane → 4-[Hydroxy(diphenyl)methyl]-1-nonyl-1-azoniabicyclo[2.2.1]heptane bromide

HRID 499661Notes

Reaction equation

HRID 499661 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][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31]>CC#N>[Br-:22].[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]([CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])([CH2:6][CH2:5]1)[CH2:2][CH2:3]2

Participants

4

Reactant 2

HCID 127421-BromononaneHCID 426258561-Azabicyclo[2.2.1]hept-4-yl(diphenyl)methanol

Product 1

HCID 160413984-[Hydroxy(diphenyl)methyl]-1-nonyl-1-azoniabicyclo[2.2.1]heptane bromideYield 62%

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 (29.3 mg, 0.105 mmol) and 1-bromononane (0.04 mL, 0.2 mmol) in 2 CH3CN/3 CHCl3 (2.5 mL) were reacted to give the desired product (31.5 mg, 62%). EI-MS m/z 407 (M+) Rt (2.23 min).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-926d13e3327848a5b03df9d5fa9534d4
Source dataset
uspto-grants-2010_08
Patent number
US07767691B2

Reaction notes

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