反应详情

温度

22 °C

Hydroxy-2-(hydroxymethyl)pyridine hydrochloride (50 g, 339.6 mmol) and methanol (250 mL) are combined under nitrogen and cooled to 22° C. To the vigorously stirred mixture is added 4.5 M sodium methoxide in MeOH (170.8 mL, 747.2 mmol). The mixture is stirred at room temperature for 2 h and then the solvent is evaporated. The resulting material is dissolved in DMSO (250 mL), allyl bromide (41 g, 339.6 mmoles) is added, and the mixture stirred for 18 h at room temperature. The reaction mixture is added to water (800 mL) and extracted with methylene chloride (3×80 mL). The organic portions are combined and dried over sodium sulfate, filtered, and the solvent evaporated to afford the title compound (34.4 g, 62%). LC-ES/MS m/z 166.1 [M+H]+.

1. customthe solvent is evaporated
2. dissolutionThe resulting material is dissolved in DMSO (250 mL)
3. stirringthe mixture stirred for 18 h at room temperature
4. extractionextracted with methylene chloride (3×80 mL)
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. customthe solvent evaporated