Iodoethane → HCID 15027468, compound

Reaction equation

[OH:1][C:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18])([CH2:9][CH2:10][CH3:11])[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1.[CH2:19](I)[CH3:20].[OH-].[Na+]>CN(C)C=O>[OH:1][C:2]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18][CH2:19][CH3:20])([CH2:9][CH2:10][CH3:11])[CH2:3][N:4]1[CH:8]=[CH:7][N:6]=[CH:5]1

Participants

Procedure

34 mg of 1-[2-hydroxy-2-(2-hydroxyphenyl)pentyl]imidazole (Compound 18) was dissolved into 10 ml of dimethylformamide, and 33 mg of ethyl iodide and 10 mg of sodium hydroxide was added to this solution. The mixture was stirred at room temperature for 20 hours. The reaction mixture, after being charged into ice water, was subjected to extraction with ether. The ether layer was then washed with water, followed by drying over anhydrous magnesium sulfate. The extract thus obtained was purified by means of silica gel column chromatography (eluent: methylene chloride) to produce 22 mg of the title compound at a yield of 58%.