تفاعل #11667

معادلة التفاعل

2-methoxy-6-nitrobenzyl bromide

Sodium

diethyl 2-acetylaminomalonate

→

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

المردود 80.8%

المذيبات

tetrahydrofuran

ethanol

ظروف التفاعل

المعالجة

1. 1
   أخرىwas evaporated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in a mixture of ethyl acetate and water
3. 3
   أخرىThe ethyl acetate layer was separated
4. 4
   غسيلwashed sequentially with water and brine
5. 5
   تجفيفbefore drying over anhydrous sodium sulfate
6. 6
   أخرىEvaporation
7. 7
   غسيلeluting initially with dichloromethane

الإجراء التجريبي

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).

المصدر