Benzene, (3-bromopropoxy)- → HCID 16042149, compound

HRID 499694Notes

Reaction equation

HRID 499694 reaction equation
[N:1]12[CH2:7][C:4]([C:8]([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)[C:9]#[N:10])([CH2:5][CH2:6]1)[CH2:3][CH2:2]2.[C:23]1([O:29][CH2:30][CH2:31][CH2:32][Br:33])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>>[Br-:33].[C:9]([C:8]([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[CH2:7][N+:1]([CH2:32][CH2:31][CH2:30][O:29][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)([CH2:6][CH2:5]1)[CH2:2][CH2:3]2)#[N:10]

Participants

3

Reactant 2

HCID 68522Benzene, (3-bromopropoxy)-HCID 42625857HCID 42625857, compound

Product 1

HCID 16042149HCID 16042149, compoundYield 45%

Procedure

Following the general procedure outlined in Example 24, 1-azabicyclo[2.2.1]hept-4-yl(diphenyl)acetonitrile (0.19 g, 0.658 mmol) and 3-bromopropyl phenyl ether (0.17 mL, 1.07 mmol) in 2CH3CN/3CHCl3 (15 mL) were reacted to give the desired product (0.146 g, 45%). EI-MS m/z 423 (M+), 1H NMR (400 MHz, CD3OD) δ 7.5 (m, 4H), δ 7.35 (m, 3H), δ 7.3-7.2 (m, 4H), δ 6.9 (m, 4H), δ 4.07 (m, 3H), 3.8-3.7 (m, 2H), δ 3.62 (m, 5H), δ 3.6-2.5 (m, 2H), δ 2.4-2.3 (m, 2H), δ 2.3-2.1 (m, 5H).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-5eef24e6d7dc4208b6994d774546dc1a
Source dataset
uspto-grants-2010_08
Patent number
US07767691B2

Reaction notes

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