Реакция #43678

Уравнение реакции

ammonium chloride

3-bromofluorobenzene

diisopropylamine

n-butyllithium

tetrahydrofuran

→

title compound

2-Bromo-6-fluorobenzaldehyde

Растворители

water

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   workup.STIRRINGthe mixture was stirred at the same temperature for 1 hour
2. 2
   workup.STIRRINGthe mixture was stirred at the same temperature for 10 minutes
3. 3
   workup.STIRRINGthe mixture was stirred under ice-
4. 4
   Температураcooling for 5 minutes
5. 5
   Экстракцияthe mixture was extracted with diethyl ether
6. 6
   ПромывкаThe extract washed with water and brine
7. 7
   Сушкаdried over anhydrous magnesium sulfate
8. 8
   Другоеthe solvent was removed under reduced pressure

Методика

To a solution of diisopropylamine (2.65 mL) in tetrahydrofuran (30 mL) was added n-butyllithium (2.44 mol/L n-hexane solution, 7.03 mL) at −78° C. under an argon atmosphere, and the mixture was stirred at the same temperature for 5 minutes. To the reaction mixture was added 3-bromofluorobenzene (3 g), and the mixture was stirred at the same temperature for 1 hour. To the reaction mixture was added N,N-dimethylformamide (1.45 mL), and the mixture was stirred at the same temperature for 10 minutes, then a saturated ammonium chloride aqueous solution was added to the reaction mixture, and the mixture was stirred under ice-cooling for 5 minutes. The mixture was poured into water, and the mixture was extracted with diethyl ether. The extract washed with water and brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to give the title compound (3.43 g).

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