반응 #11667

반응 방정식

2-methoxy-6-nitrobenzyl bromide

Sodium

diethyl 2-acetylaminomalonate

→

diethyl 2-acetylamino-2-(2-methoxy-6-nitrobenzyl)malonate

수율 80.8%

용매

tetrahydrofuran

ethanol

반응 조건

후처리

1. 1
   기타was evaporated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in a mixture of ethyl acetate and water
3. 3
   기타The ethyl acetate layer was separated
4. 4
   세척washed sequentially with water and brine
5. 5
   건조before drying over anhydrous sodium sulfate
6. 6
   기타Evaporation
7. 7
   세척eluting initially with dichloromethane

실험 절차

Sodium metal (1.15 g) was dissolved in absolute ethanol (500 mL), and to the resulting solution was added diethyl 2-acetylaminomalonate (9.1 g). After 15 min at room temperature, a solution of 2-methoxy-6-nitrobenzyl bromide (J. Med. Chem. 1977, 20, 190–196) (8.6 g) in tetrahydrofuran (25 mL) was added over 2 min. After 16 h stirring at room temperature the mixture was evaporated. The residue was dissolved in a mixture of ethyl acetate and water. The ethyl acetate layer was separated and washed sequentially with water and brine before drying over anhydrous sodium sulfate. Evaporation was followed by silica gel chromatography eluting initially with dichloromethane, followed by ethyl acetate, to obtain diethyl 2-acetylamino-2-(2-methoxy-6-nitrobenzyl)malonate (10.8 g).

출처