反应详情

温度

2.5 °C

A mixture of 42.53 g (0.255 mol) carbamimidoyl-acetic acid ethyl ester hydrochloride in 70 ml absolute ethanol is treated at 0 to 5° C. with 95.3 ml of a 21% sodium ethoxide solution in ethanol (0.255 mol) and stirred 5 min at 0 to 5° C. 4-Bromoacetyl-benzonitrile (28.6 g, 0.128 mol) is then added in portions over 20 min at 0 to 5° C. Stirring is continued at this temperature for 5 min then the ice bath is removed and the yellow suspension is stirred over night at RT. The solid is filtered off, washed with ethanol and ether and re-suspended in 450 ml actonitrile. The mixture is heated for 5 min under reflux, filtered while still hot and then cooled in an ice bath. The title compound is collected by succion and dried. Flash chromatography (dichtoromethane/ethyl acetate mixture) of the mother liquors gives an additional crop of the title compound as a yellow solid; m.p. 228-229° C.; MS-ES+: (M+H)+=254.

1. stirringStirring
2. waitis continued at this temperature for 5 min
3. customthe ice bath is removed
4. stirringthe yellow suspension is stirred over night at RT
5. filtrationThe solid is filtered off
6. washwashed with ethanol and ether
7. temperatureThe mixture is heated for 5 min
8. temperatureunder reflux
9. filtrationfiltered while still hot and
10. temperaturethen cooled in an ice bath
11. customThe title compound is collected by succion
12. customdried