反应详情

To a mixture of tetrahydro-2H-pyran-4-carboxylic acid (4.8 g) and potassium carbonate (7.6 g) and DMF (73 mL) was added dropwise benzyl bromide (4.6 mL) at 0° C. The reaction mixture was stirred at room temperature for one day, diluted with ice water, and extracted with ethyl acetate. The extract was washed with water, 0.5N hydrochloric acid, water and saturated brine, dried and concentrated under reduced pressure. The obtained residue was separated and purified by silica gel column chromatography (solvent gradient; 0→20% ethyl acetate/hexane) to give benzyl tetrahydro-2H-pyran-4-carboxylate (7.6 g, 94%) as a colorless oil.

1. extractionextracted with ethyl acetate
2. washThe extract was washed with water, 0.5N hydrochloric acid, water and saturated brine
3. customdried
4. concentrationconcentrated under reduced pressure
5. customThe obtained residue was separated
6. custompurified by silica gel column chromatography (solvent gradient; 0→20% ethyl acetate/hexane)