反应详情

45 g of carbobenzoxy-glycine dissolved in 1 liter of absolute tetrahydrofuran are treated dropwise while cooling with ice with 20 ml of thionyl chloride and stirred for 1 hour while cooling with ice. There is then rapidly added dropwise thereto a suspension of 50 g of 2-amino-5-nitro-2'-fluorobenzophenone in 200 ml of absolute tetrahydrofuran and the mixture is stirred at room temperature for 18 hours. The solution obtained is concentrated and the residue is treated with ice and 10% sodium bicarbonate solution and extracted with methylene chloride. The organic solution is dried over sodium sulphate, filtered and concentrated. The residue is dissolved in a small amount of hot ethyl acetate, concentrated partially and treated with ether. Benzyl{[[2-(o-fluorobenzoyl)-4-nitrophenyl]carbamoyl]methyl}-carbamate is obtained. The mother liquors are purified on a 100 g silica gel column using methylene chloride as the eluting agent, an additional amount of the aforementioned product being obtained.

1. additionare treated dropwise
2. temperaturewhile cooling with ice
3. additionThere is then rapidly added dropwise
4. stirringthe mixture is stirred at room temperature for 18 hours
5. customThe solution obtained
6. concentrationis concentrated
7. additionthe residue is treated with ice and 10% sodium bicarbonate solution
8. extractionextracted with methylene chloride
9. dry with materialThe organic solution is dried over sodium sulphate
10. filtrationfiltered
11. concentrationconcentrated
12. dissolutionThe residue is dissolved in a small amount of hot ethyl acetate
13. concentrationconcentrated partially
14. additiontreated with ether