反应详情

A solution of benzoyl chloride (0.63 g.) in 1,2-dimethoxyethane (10 ml.) was added dropwise to a stirred mixture of 1'-(3,4-dichlorobenzyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione (1.8 g.) and triethylamine (0.51 g.) in 1,2-dimethoxyethane (50 ml.) cooled at 0°-5° C. When the addition was completed, the solution was stirred at 20°-25° C. for three hours. Silica gel (5 g., Merck type 7734) was added to the solution and the mixture was evaporated The residue obtained was added to the top of a column of silica gel (75 g., Merck type 7734) made up in toluene. The column was eluted with increasing concentration of ethyl acetate in toluene up to 25% v/v and the fractions containing the major product [Relative flow value: 0.4, on Merck SiO2TLC plates No. 5715; eluant: EtOAc/Toluene, 1:1 v/v] were collected, combined and evaporated. The solid thereby obtained was recrystallised from ethyl acetate/petrol 60-80 to give 3-benzoyl-1'-(3,4-dichlorobenzyl)-spiro[imidazolidine-4,3'-indoline]-2,2',5-trione (0.34 g.), m.p. 251°-253° C.

1. temperaturecooled at 0°-5° C
2. additionWhen the addition
3. additionSilica gel (5 g., Merck type 7734) was added to the solution
4. customthe mixture was evaporated The residue
5. customobtained
6. additionwas added to the top of a column of silica gel (75 g., Merck type 7734)
7. washThe column was eluted
8. temperaturewith increasing concentration of ethyl acetate in toluene up to 25% v/v
9. additionthe fractions containing the major product [Relative flow value
10. customeluant: EtOAc/Toluene, 1:1 v/v] were collected
11. customevaporated
12. customThe solid thereby obtained
13. customwas recrystallised from ethyl acetate/petrol 60-80