反应详情

Under cooling on ice, potassium hydride (0.5 ml of 35% mineral oil) was suspended in 2 ml THF. 2 ml of 126 mg of 2'-hydroxy-4',6'-bis(methoxymethoxy)acetophenone (0.492 mmol) and 130 mg of 18-crown-6 (0.492 mmol) in THF was added dropwise to the above suspension, and the mixture was stirred for 1 hour. After addition of 0.89 ml of carbon disulfide (14.76 mmol), the solution was stirred for 20 hours at room temperature. Then, 0.5 ml of methyl iodide was added thereto, and the solution was stirred for 30 min. After water was slowly added thereto, the reaction solution was extracted twice with ether, and the organic layer was washed with saturated NaCl water and then dried over sodium sulfate anhydride. The solvent was distilled off and the resulting crude product was washed with hexane, to give 133.5 mg of 5,7-bis(methoxymethoxy)-2-methylthiochromone (87% yield).

1. stirringthe solution was stirred for 20 hours at room temperature
2. stirringthe solution was stirred for 30 min
3. extractionthe reaction solution was extracted twice with ether
4. washthe organic layer was washed with saturated NaCl water
5. dry with materialdried over sodium sulfate anhydride
6. distillationThe solvent was distilled off
7. washthe resulting crude product was washed with hexane