反应详情

温度

150 °C

A 300 mL three-necked, round-bottomed flask fitted with a magnetic stirrer, an acid trap, a gas inlet and a heat lamp to prevent sublimation is charged with 29.9 g (0.272 mol) of resorcinol and 2.00 g (0.00525 mol) of the product of Example 2. The mixture is heated to 150° C. and hydrogen chloride gas is bubbled slowly through the molten mixture for 25 minutes. The mixture is stirred at this temperature for another 4.5 hours and then allowed to cool to room temperature. Portions of water and toluene are added and the mixture is refluxed till the solids are dissolved. The mixture is allowed to cool to room temperature and the layers separated. The organic layer is washed once with water, twice with saturated sodium bicarbonate solution and once with brine. After drying over anhydrous magnesium sulfate and filtering, the solvent is removed under reduced pressure to afford 1.56 g of crude product. Purification by flash chromatography on silica gel with 3:1 heptane:ethyl acetate gives 1.19 g (57% yield) of the title compound as a yellow solid.

1. customA 300 mL three-necked, round-bottomed flask fitted with a magnetic stirrer, an acid trap, a gas inlet and a heat lamp
2. customhydrogen chloride gas is bubbled slowly through the molten mixture for 25 minutes
3. temperatureto cool to room temperature
4. additionPortions of water and toluene are added
5. temperaturethe mixture is refluxed till the solids
6. dissolutionare dissolved
7. temperatureto cool to room temperature
8. customthe layers separated
9. washThe organic layer is washed once with water, twice with saturated sodium bicarbonate solution and once with brine
10. dry with materialAfter drying over anhydrous magnesium sulfate
11. filtrationfiltering
12. customthe solvent is removed under reduced pressure
13. customto afford 1.56 g of crude product
14. customPurification by flash chromatography on silica gel with 3:1 heptane