Sodium hydride → 1-(7-Ethoxycarbonyl-heptyl)-2-methyl-4,5-diphenylimidazole

HRID 265365노트

반응식

HRID 265365 반응식
[CH3:1][C:2]1[NH:3][C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:6]=1.[H-].[Na+].Br[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30]>>[CH2:32]([O:31][C:29]([CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][N:6]1[C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[C:4]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[N:3]=[C:2]1[CH3:1])=[O:30])[CH3:33]

참가 물질

4

반응물 3

HCID 24758Sodium hydrideHCID 2366964,5-Diphenyl-2-methylimidazoleHCID 264813Ethyl 8-bromooctanoate

생성물 1

HCID 229163541-(7-Ethoxycarbonyl-heptyl)-2-methyl-4,5-diphenylimidazole수율 72.1%

실험 절차

2-Methyl-4,5-diphenylimidazole (2.5 g) (J. Org. Chem., 1937, 2, 328) was reacted with sodium hydride (0.62 g) and ethyl 8-bromooctanoate (3.36 g) in a method similar to Example 12. Chromatography on silica gel eluted with a dichloromethane:ethanol gradient gave 1-(7-ethoxycarbonyl-heptyl)-2-methyl-4,5-diphenylimidazole (3.1 g, 72.1%) as an oil.

후처리

  1. washChromatography on silica gel eluted with a dichloromethane

출처 및 근거

ORD 기록
ord-58bbdeb4d9a2409aaa20762d0339742c
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05648373

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