反应详情

To a solution of methyl 4-(3-hydroxy-1-propinyl)benzoate (2 g) in methanol (32 mL) is added Lindlar catalyst (238 mg) and the mixture is stirred under hydrogen gas atmosphere at room temperature for 18 hours. To the reaction mixture is added Lindlar catalyst (90 mg) and the mixture is stirred for 1 hour. The reaction mixture is filtered to remove insoluble materials through Celite. The filtrate is concentrated in vacuo and the residue is purified by column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=100:0→50:50) to give methyl 4-(3-hydroxy-1-propenyl)-benzoate (1.5 g, yield; 75%) as an amorphous powder. MS (APCI) m/z; 175 [M+H−H2O]+

1. stirringthe mixture is stirred for 1 hour
2. filtrationThe reaction mixture is filtered
3. customto remove insoluble materials through Celite
4. concentrationThe filtrate is concentrated in vacuo
5. customthe residue is purified by column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=100:0→50:50)