反应详情

To a suspension of 0.64 grams(80 mmol) of lithium hydride in 150 ml of toluene, 9.4 grams (40 mmol) of solid 4- (2,2-dimethyl-1-oxopropyl)-N-methoxybenzamide is added portion-wise at room temperature and stirred for 1 1/2 hours. To this suspension, 9.93 grams (44.2 mmol) of 4- (2,2-dimethyl-1-oxopropyl)-benzoyl chloride dissolved in 50 ml of toluene is added at room temperature. The reaction mixture is stirred for 60 hours and then heated at 65°-70° C. for 22 hours. The mixture is poured into 250 ml. of cold pH7 phosphate buffer under nitrogen and the aqueous phase is then separated and extracted twice with t-butyl methyl ether. The organic layers are washed with dilute sodium bicarbonate solution and after drying over magnesium sulfate, the organic phase is evaporated to dryness. The crude product is crystallized from t-butyl methyl ether/heptane and then recrystallized 3 times from toluene/heptane. After each recrystallization, the nugget-like crystals, enriched in the desired product, are physically separated from the powdery crystals to yield the title compound (m.p. 103°-105 ° C. ).

1. additionis added portion-wise at room temperature
2. additionis added at room temperature
3. stirringThe reaction mixture is stirred for 60 hours
4. temperatureheated at 65°-70° C. for 22 hours
5. additionThe mixture is poured into 250 ml
6. customof cold pH7 phosphate buffer under nitrogen and the aqueous phase is then separated
7. extractionextracted twice with t-butyl methyl ether
8. washThe organic layers are washed with dilute sodium bicarbonate solution
9. dry with materialafter drying over magnesium sulfate
10. customthe organic phase is evaporated to dryness
11. customThe crude product is crystallized from t-butyl methyl ether/heptane
12. customrecrystallized 3 times from toluene/heptane
13. customAfter each recrystallization
14. customare physically separated from the powdery crystals