Formaldehyde → (1,5-Dimethyl-1H-imidazol-4-yl)methanol

반응식

[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([C:8](O)=[O:9])[N:4]=[CH:3]1.[OH-].[K+].C=O>>[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([CH2:8][OH:9])[N:4]=[CH:3]1

참가 물질

반응물 3

HCID 712Formaldehyde

HCID 14797Potassium Hydroxide

HCID 185218601,5-Dimethyl-1H-imidazole-4-carboxylic acid

생성물 1

HCID 12373005(1,5-Dimethyl-1H-imidazol-4-yl)methanol수율 70%

실험 절차

A mixture of 1,5-dimethylimidazole-4-carboxylic acid (1.4 g, 0.01 mol), potassium hydroxide (1.12 g, 0.02 mol) and ~37% aqueous formaldehyde solution (3 ml) was heated at 80°-90° C. for 3 hours. After completion of the reaction, the solvent was stripped off in vacuo, and the residue was extracted with isopropanol (40 ml). The isopropanol extract was concentrated to give a crude product. The crude solid was recrystallized from acetone and filtered to afford 0.88 g of 1,5-dimethyl-4-hydroxymethylimidazole as a white crystal, m.p. 161°-163° C. Yield 70%.