Formaldehyde → (1,4-dimethyl-1H-imidazol-2-yl)methanol

反応式

[CH3:1][N:2]1[CH:6]=[C:5]([CH3:7])[N:4]=[CH:3]1.C([Li])CCC.C=O.[OH:15][CH2:16]C1N2CCCCC2=CN=1>>[CH3:1][N:2]1[CH:6]=[C:5]([CH3:7])[N:4]=[C:3]1[CH2:16][OH:15]

参加物

反応物 4

HCID 712Formaldehyde

HCID 1387331,4-Dimethylimidazole

HCID 12923422(5,6,7,8-Tetrahydroimidazo[1,5-a]pyridin-3-yl)methanol

HCID 178418339Butyllithium

生成物 1

HCID 12923402(1,4-dimethyl-1H-imidazol-2-yl)methanol

実験手順

The reaction of 1,4-dimethylimidazole (5.65 g.) with n-butyl lithium followed by treatment with formaldehyde according to the method described for the preparation of 3-hydroxymethyl-5,6,7,8-tetrahydroimidazol[1,5-a]pyridine (used for Example 224) gave 1,4-dimethyl-2-hydroxymethylimidazole (2.71 g.), m.p. 125°-126° (ethyl acetate-petroleum ether).