تفاعل #86020

معادلة التفاعل

diethyl 2-benzyloxycarbonylaminomalonate

potassium carbonate

potassium iodide

methyl 2-bromoacetate

hydrochloric acid

→

title compound

المردود 95.2%

diethyl 2-benzyloxycarbonylamino-2-(methoxycarbonylmethyl)malonate

المردود 95.2%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe reaction mixture was cooled
2. 2
   استخلاصthe mixture was extracted with ethyl acetate
3. 3
   غسيلthe extract was washed with saturated brine
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   أخرىThe solvent was evaporated under reduced pressure
6. 6
   غسيلthe residue was subjected to silica gel column chromatography, in which elution
7. 7
   أخرىwas performed with n-hexane/ethyl acetate (4:1) for purification
8. 8
   أخرىcrystallized from ethyl acetate/n-hexane

الإجراء التجريبي

A suspension of diethyl 2-benzyloxycarbonylaminomalonate (3.0 g), potassium carbonate (1.6 g), potassium iodide (0.19 g), and methyl 2-bromoacetate (1.9 g) in DMF (50 mL) was stirred at 50° C. for 1 hour. The reaction mixture was cooled, and then poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, in which elution was performed with n-hexane/ethyl acetate (4:1) for purification, and then crystallized from ethyl acetate/n-hexane to obtain the title compound (3.52 g, yield: 95%) as colorless oil.

المصدر