تفاعل #45563

معادلة التفاعل

potassium carbonate

trimethylboroxine

4-bromo-2-fluoro-6-nitroanisole

sodium bicarbonate water

→

compound

المردود 73.5%

1-Fluoro-2-methoxy-5-methyl-3-nitrobenzene

المردود 73.5%

المذيبات

1,4-dioxane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwith heating
2. 2
   درجة الحرارةunder reflux for 1 hour
3. 3
   استخلاصfollowed by extraction three times with ethyl acetate
4. 4
   غسيلthe organic layer was washed with saturated brine
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   ترشيحAfter filtration and concentration under reduced pressure
7. 7
   تركيزthe eluate with n-hexane:ethyl acetate (20:1) was concentrated under reduced pressure

الإجراء التجريبي

Under nitrogen atmosphere, potassium carbonate (218 mg, 1.58 mmol), tetrakistriphenylphosphine palladium(0) (58 mg, 50 μmol), trimethylboroxine (77 μl, 0.55 mmol) were added to a 1,4-dioxane (5 ml) solution of 4-bromo-2-fluoro-6-nitroanisole (125 mg, 0.5 mmol), followed by stirring with heating under reflux for 1 hour and a half. After cooling to room temperature, saturated sodium bicarbonate water was added to the reaction liquid, followed by extraction three times with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (20:1) was concentrated under reduced pressure to obtain the entitled compound (68 mg, 70%) as an orange oily substance.

المصدر