反应详情

To a solution of methyl p-hydroxybenzoate (3.38 g), 1,5-pentanediol (2.30 g) and triphenylphosphine (5.96 g) in tetrahydrofuran (100 mL), diethylazodicarboxylate (2.2N toluene solution, 10 mL) was slowly added under ice cooling. The reaction mixture was stirred under ice cooling for 16 hours. The reaction mixture was concentrated and the residue was washed with n-hexane-ethyl acetate solution (n-hexane:ethyl acetate=1:1). The reaction mixture was concentrated and then purified by silica gel chromatography (n-hexane:ethyl acetate=64:36→45:55) to obtain the title compound (3.58 g) having the following physical properties.

1. concentrationThe reaction mixture was concentrated
2. washthe residue was washed with n-hexane-ethyl acetate solution (n-hexane:ethyl acetate=1:1)
3. concentrationThe reaction mixture was concentrated
4. custompurified by silica gel chromatography (n-hexane:ethyl acetate=64:36→45:55)