Ethanol → HCID 86751079, compound

HRID 265370Notes

Reaction equation

[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]=[C:12]1[C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)(O)=[O:2].S(=O)(=O)(O)O.[CH2:41]([OH:43])[CH3:42]>>[CH2:41]([O:43][C:4](=[C:1]=[O:2])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][N:11]1[C:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:14]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:13]=[C:12]1[C:28]1[CH:33]=[CH:32][C:31]([O:34][CH3:35])=[CH:30][CH:29]=1)[CH3:42]

Participants

Reactant 3

HCID 702Ethanol

HCID 1118Sulfuric Acid

HCID 22916335HCID 22916335, compound

Product 1

HCID 86751079HCID 86751079, compound

Procedure

1-(7-Carboxyheptyl)-2-(4-methoxyphenyl)-4,5-diphenyl-imidazole (0.4 g) was reacted with ethanol and concentrated sulphuric acid in a method similar to Example 18 to give, after work-up and column chromatography on silica gel eluted with a dichloromethane:ethanol gradient, 1-(7-ethoxy-carbonylheptyl)-2-(4-methoxyphenyl)-4,5-diphenylimidazole (0.21 g, 50%) as an oil. Found: C, 77.39; H, 7.55; N, 5.96%; C32H36N2O3 requires: C, 77.39; H, 7.31; N, 5.64%.

Workup

customto give
washafter work-up and column chromatography on silica gel eluted with a dichloromethane

Sources & evidence

ORD record: ord-3ef04e68ed884718ae2400976d61a666
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05648373

Reaction notes

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