تفاعل #302993

معادلة التفاعل

triethylamine

methanesulfonyl chloride

7-Bromo-8-hydroxymethyl-1,3,3-trimethyl-3,4-dihydro-1H-quinoxalin-2-one

Ethyl acetate

→

compound

المردود 72.3%

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

المردود 72.3%

المذيبات

dichloromethane

water

ظروف التفاعل

المعالجة

1. 1
   أخرىpartitioned
2. 2
   غسيلThe organic layer was washed with saturated brine (10 mL)
3. 3
   تجفيفdried over anhydrous magnesium sulfate
4. 4
   أخرىthe solvent was removed under reduced pressure
5. 5
   أخرىThe obtained residue was purified by silica gel column chromatography (hexane-ethyl acetate)

الإجراء التجريبي

7-Bromo-8-hydroxymethyl-1,3,3-trimethyl-3,4-dihydro-1H-quinoxalin-2-one (Reference Compound No. 1, 37.5 mg, 0.125 mmol) was dissolved in anhydrous dichloromethane (1 mL), and triethylamine (20.9 μL, 0.150 mmol) and methanesulfonyl chloride (10.7 μL, 0.138 mmol) were added thereto successively. The reaction mixture was stirred at room temperature overnight. Ethyl acetate (10 mL) and water (10 mL) were added to the reaction mixture and partitioned. The organic layer was washed with saturated brine (10 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 (28.7 mg) as an orange amorphous product. (Yield 72%)

المصدر