反应详情

温度

0 °C

N-Benzyl-2-tert-butoxycarbonylamino-5-trifluoromethoxybenzamide may be prepared in the following manner: 12.9 g of N,N′-dicyclohexylcarbodiimide are added to a solution, kept under an argon atmosphere at −10° C., of 20 g of 2-tert-butoxycarbonylamino-5-trifluoromethoxybenzoic acid, 16.9 g of 1-hydroxybenzotriazole and 6.8 g of benzylamine in 400 ml of anhydrous tetrahydrofuran. The mixture is stirred for 2 hours at the same temperature and then for 16 hours at a temperature close to 20° C. After cooling to 0° C., the insoluble matter is separated by filtration, washed with ethyl acetate and the filtrate is concentrated to dryness under reduced pressure (2 kPa). The product obtained is dissolved in 60 ml of ethyl acetate and the solution is washed twice with 25 ml of a saturated aqueous sodium hydrogen carbonate solution, dried over magnesium sulphate and concentrated to dryness under reduced pressure (2 kPa). The product obtained is resuspended in a mixture of petroleum ether and pentane (50-50 by volume), separated by filtration, washed with the mixture of petroleum ether and pentane and dried under reduced pressure (2 kPa). 21.7 g of N-benzyl-2-tert-butoxy-carbonylamino-5-trifluoromethoxybenzamide are thus obtained in the form of a cream-coloured solid melting at 144° C.

1. customfor 16 hours at a temperature close to 20° C
2. customthe insoluble matter is separated by filtration
3. washwashed with ethyl acetate
4. concentrationthe filtrate is concentrated to dryness under reduced pressure (2 kPa)
5. customThe product obtained
6. washthe solution is washed twice with 25 ml of a saturated aqueous sodium hydrogen carbonate solution
7. dry with materialdried over magnesium sulphate
8. concentrationconcentrated to dryness under reduced pressure (2 kPa)
9. customThe product obtained
10. customseparated by filtration
11. washwashed with the mixture of petroleum ether and pentane
12. customdried under reduced pressure (2 kPa)