反应详情

Add sodium hydride (0.212 g; 1.2 equiv; 5.29 mmoles) to a solution of 1H-imidazole (0.30 g; 1.0 equiv; 4.41 mmoles) and methyl 5-bromopentanoate (1.03 g; 1.2 equiv; 5.29 mmoles) in dimethylformamide (20 mL). Stir the mixture for 18 hours then add water (15 mL). Extract the mixture with dichloromethane and wash with brine (20 mL). Dry the organic phase over sodium sulfate, filter, and concentrate to give the crude product, which is purified by column chromatography (0 to 10% methanol in dichloromethane) to afford methyl 5-imidazol-1-ylpentanoate (0.655 g; 82%) as a yellow oil: MS (m/z): 183(M+1).

1. extractionExtract the mixture with dichloromethane
2. washwash with brine (20 mL)
3. dry with materialDry the organic phase over sodium sulfate
4. filtrationfilter
5. concentrationconcentrate
6. customto give the crude product, which
7. customis purified by column chromatography (0 to 10% methanol in dichloromethane)