反应详情

3,4-Dihydro-2H-pyran (5.0 g) was added dropwise to an ice cooled mixture of 4-pentyn-1-ol (5.0 g) and 4-methylbenzenesulfonic acid (0.512 g). The resultant mixture was stirred at room temperature for 4 hours. Solid sodium bicarbonate (1.0 g) was added and the mixture was stirred for 10 minutes, then filtered and washed with diethyl ether. The filtrate was concentrated in vacuo and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100% to give 2-(pent-4-ynyloxy)tetrahydropyran (7.72 g) as a clear oil.

1. temperaturecooled
2. filtrationfiltered
3. washwashed with diethyl ether
4. concentrationThe filtrate was concentrated in vacuo
5. customthe residue was purified by chromatography on silica
6. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-100%