反应详情

A solution of 1.82 g (10 mmol) 2-methyl-2,7-diazaspiro[4.4]nonane-1,3,8-trione in 20 ml N,N-dimethylformamide was added gradually under a nitrogen atmosphere to 0.050 g (10.4 mmol) of 50% oil suspension of sodium hydride which had been previously washed twice with toluene and covered with 10 ml N,N-dimethylformamide. After stirring one hour there was added 1.40 g (11 mmol) of benzyl chloride and stirring was continued overnight at room temperature. After concentrating to a small volume in vacuo, the residue was diluted with 40 ml water and extracted twice with dichloromethane. The combined organic phase was washed with water, dried over magnesium sulfate, and evaporated to give a solid. Crystallization from toluene-hexane to afford 1.74 g of 2-methyl-7-(phenylmethyl)-2,7-diazaspiro[4.4]nonane-1,3,8-trione, mp 157°-158° C.

1. washhad been previously washed twice with toluene
2. stirringstirring
3. waitwas continued overnight at room temperature
4. concentrationAfter concentrating to a small volume in vacuo
5. additionthe residue was diluted with 40 ml water
6. extractionextracted twice with dichloromethane
7. washThe combined organic phase was washed with water
8. dry with materialdried over magnesium sulfate
9. customevaporated
10. customto give a solid
11. customCrystallization from toluene-hexane