反应详情

8.8 g (0.2 mole) of a 55% strength suspension of sodium hydride in paraffin oil are introduced into 100 ml of absolute dimethylsulfoxide. 47 g (0.2 mole) of diethyl (3-methyl-isoxazol-5-yl)-methanephosphonate are added dropwise at room temperature. The mixture is then stirred for 30 minutes, after which 36 g (0.2 mole) of o-(1-methoxyethoxy)-benzaldehyde are added dropwise, with continued stirring. The reaction mixture is then stirred for 24 hours at room temperature and is poured onto 1 liter of ice water, and the batch is extracted 3 times with 80 ml of methylene chloride at a time. The combined organic phases are dried with sodium sulfate and evaporated down on a rotary evaporator. The oily residue is dissolved in 80 ml of methanol and 10 ml of water, 2 ml of 5 N HCl are added, and the mixture is stirred for 10 minutes. Excess water is then added slowly until a precipitate forms. This is filtered off, washed with water and recrystallized from ethanol. 19 g (47% of theory) of colorless crystals, of melting point 236°-238° C., are obtained.

1. stirringThe reaction mixture is then stirred for 24 hours at room temperature
2. extractionthe batch is extracted 3 times with 80 ml of methylene chloride at a time
3. dry with materialThe combined organic phases are dried with sodium sulfate
4. customevaporated down on a rotary evaporator
5. dissolutionThe oily residue is dissolved in 80 ml of methanol
6. addition10 ml of water, 2 ml of 5 N HCl are added
7. stirringthe mixture is stirred for 10 minutes
8. additionExcess water is then added slowly until a precipitate forms
9. filtrationThis is filtered off
10. washwashed with water
11. customrecrystallized from ethanol
12. custom19 g (47% of theory) of colorless crystals, of melting point 236°-238° C., are obtained