反应详情

A solution of 5.3 g (0.02 mol) of diethylphosphonoacetic acid morpholide in 100 ml of dry tetrahydrofuran was slowly added dropwise, while stirring, to a suspension of 1 g of sodium hydride (0.02 mol, 50% in oil) in 50 ml of dry tetrahydrofuran. Slight heating and strong foaming occurred. After all had been added, the mixture was stirred for 10 minutes more. A solution of 3 g (0.01 mol) of 4-amino-3,4',5-trichlorobenzophenone in 20 ml of dry tetrahydrofuran was added dropwise to the resulting clear solution, and the mixture was heated for 16 hours at reflux temperature. After cooling, the solution was poured into water, and the aqueous mixture was extracted exhaustively with methylene chloride. The methylene chloride phase was dried with sodium sulfate and evaporated by evaporation in vacuo. The residue was crystallized from isopropanol/petroleum ether. The colorless crystals thus obtained, melting point 150°-155° C., contained the cis/trans isomers in a ratio of 1:3.

1. temperatureSlight heating
2. additionAfter all had been added
3. temperaturethe mixture was heated for 16 hours
4. temperatureat reflux temperature
5. temperatureAfter cooling
6. extractionthe aqueous mixture was extracted exhaustively with methylene chloride
7. dry with materialThe methylene chloride phase was dried with sodium sulfate
8. customevaporated by evaporation in vacuo
9. customThe residue was crystallized from isopropanol/petroleum ether
10. customThe colorless crystals thus obtained