Ethyl 8-bromooctanoate → HCID 22916408, compound

HRID 265374Notes

Reaction equation

HRID 265374 reaction equation
[CH2:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:17][C:18]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:20]=2)=[CH:12][CH:11]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Br[CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][C:41]([O:43][CH2:44][CH3:45])=[O:42]>>[CH2:44]([O:43][C:41]([CH2:40][CH2:39][CH2:38][CH2:37][CH2:36][CH2:35][CH2:34][N:17]1[C:18]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[N:20]=[C:16]1[C:13]1[CH:14]=[CH:15][C:10]([O:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:11][CH:12]=1)=[O:42])[CH3:45]

Participants

3

Reactant 2

HCID 264813Ethyl 8-bromooctanoateHCID 4148530HCID 4148530, compound

Product 1

HCID 22916408HCID 22916408, compoundYield 99.4%

Procedure

2-(4-Octyloxyphenyl)-4,5-diphenylimidazole (2.5 g) was reacted with ethyl 8-bromooctanoate (2.96 g) in a method similar to Example 9. Column chromatography on silica gel eluted with a hexane:ethyl acetate gradient gave 1-(7-ethoxycarbonylheptyl)-2-[4-octyloxyphenyl]-4,5-diphenylimidazole (3.48 g, 94%) as an oil.

Workup

  1. washColumn chromatography on silica gel eluted with a hexane

Sources & evidence

ORD record
ord-b527955566b6452c9f7b50c17f82386e
Source dataset
uspto-grants-1997_07
Patent number
US05648373

Reaction notes

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