تفاعل #959152

معادلة التفاعل

7-bromo-8-chloromethyl-1,3,3-trimethyl-3,4-dihydro-1H-quinoxalin-2-one

5-fluoro-2-methylphenol

potassium carbonate

ethyl acetate

→

compound

المردود 92.1%

7-Bromo-8-(5-fluoro-2-methylphenoxymethyl)-1,3,3-trimethyl-3,4-dihydro-1H-quinoxalin-2-one

المردود 92.1%

المذيبات

water

N,N-dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling down
2. 2
   أخرىpartitioned
3. 3
   غسيلThe organic layer was washed with saturated brine (50 mL)
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   أخرىthe solvent was removed under reduced pressure
6. 6
   أخرىThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

الإجراء التجريبي

A mixture of 7-bromo-8-chloromethyl-1,3,3-trimethyl-3,4-dihydro-1H-quinoxalin-2-one (Reference Compound No. 7, 801 mg, 2.52 mmol), 5-fluoro-2-methylphenol (330 μL, 3.02 mmol), and potassium carbonate (524 mg, 3.79 mmol) was suspended in anhydrous N,N-dimethylformamide (10 mL) and stirred at 80° C. overnight. After cooling down, ethyl acetate (80 mL) and water (50 mL) were added to the reaction mixture and partitioned. The organic layer was washed with saturated brine (50 mL), dried over anhydrous magnesium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (945 mg) as a colorless solid. (Yield 92%)

المصدر