[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.[CH3:6][O-].[Na+].[CH3:9][C:10]1([CH2:15][CH2:16]CBr)[O:14][CH2:13][CH2:12][O:11]1>CN(C)C=O>[CH3:9][C:10]1([CH:15]([CH3:16])[CH2:6][N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[O:11][CH2:12][CH2:13][O:14]1A suspension of 29.0 g of imidazole and 23.1 g of sodium methoxide in 385 ml of dimethylformamide was stirred for 30 minutes and cooled in an ice bath as 85.8 g of 3-(2-methyl-1,3-dioxolan-2-yl)propyl bromide was added dropwise. The resulting mixture was maintained at room temperature for 30 minutes and heated to reflux for 1 hour. The solvent was evaporated in vacuo, the residue diluted with acetone and filtered. The filtrate was concentrated and the residue was distilled to afford 37.9 g (47%) of 1-[2-(2-methyl-1,3-dioxolan-2-yl)propyl]-1H-imidazole as a colorless oil, bp 102°-108° C./0.1 mm.
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