Ethyl 8-bromooctanoate → HCID 22916395, compound

HRID 265383Notes

Reaction equation

HRID 265383 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[NH:11][C:12]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:19].Br[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35]>>[Cl:19][C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[C:12]1[N:11]=[C:10]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:9]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][C:34]([O:36][CH2:37][CH3:38])=[O:35])[C:8]=1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 264813Ethyl 8-bromooctanoateHCID 22916431HCID 22916431, compound

Product 1

HCID 22916395HCID 22916395, compoundYield 77.6%

Procedure

4,5-Bis(2-chlorophenyl)-2-phenylimidazole (1.7 g) (J. Org. Chem., 1971, 36, 2262) was reacted with ethyl 8-bromooctanoate in a method similar to Example 9. Column chromatography on silica gel eluted with a dichloro-methane:ethanol gradient gave 4,5-bis(2-chloro-phenyl)-1-(7-ethoxycarbonylheptyl)-2-phenylimidazole (1.94 g, 77.6%) as an oil.

Workup

  1. washColumn chromatography on silica gel eluted with a dichloro-methane

Sources & evidence

ORD record
ord-12c52cccacf94f648a1c906300aa71ca
Source dataset
uspto-grants-1997_07
Patent number
US05648373

Reaction notes

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