反应详情

温度

-10 °C

N-(t-Butyloxycarbonyl)-L-threonine (82.2 g) was dissolved in 1 liter of ethyl acetate and 40.5 g of dimethyl (phenylmethyl)amine was added. After stirring for 10 minutes the mixture was cooled to -10° C. and 31.05 g of methyl chloroformate were added dropwise. The mixture was stirred for 30 minutes at -10° C., after which a solution of 40.65 g of (phenylmethoxy)amine in 300 ml of ethyl acetate was added at -10° C. The temperature was then permitted to rise to 5° C. during a 90 minute period. The reaction mixture was evaporated in vacuo and redissolved in 1 liter of ethyl acetate the insoluble material was filtered off and the filtrate washed, with cooling, with water, dilute hydrochloric acid, (pH of aqueous phase not less than 2.5), sodium bicarbonate solution and brine. After drying (MgSO4) the solvent was removed in vacuo to yield an oil, which crystallized on treatment with petroleum ether, yielding 79.4 g of the title compound, melting point 87° C.

1. stirringThe mixture was stirred for 30 minutes at -10° C.
2. waitto rise to 5° C. during a 90 minute period
3. customThe reaction mixture was evaporated in vacuo
4. dissolutionredissolved in 1 liter of ethyl acetate the insoluble material
5. filtrationwas filtered off
6. washthe filtrate washed
7. temperaturewith cooling, with water, dilute hydrochloric acid
8. dry with materialAfter drying (MgSO4) the solvent
9. customwas removed in vacuo
10. customto yield an oil, which
11. customcrystallized on treatment with petroleum ether