Diisopropylamine → 2-Bromo-6-fluorobenzaldehyde

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).

1. stirringthe mixture was stirred at the same temperature for 1 hour
2. stirringthe mixture was stirred at the same temperature for 10 minutes
3. stirringthe mixture was stirred under ice-
4. temperaturecooling for 5 minutes
5. extractionthe mixture was extracted with diethyl ether
6. washThe extract washed with water and brine
7. dry with materialdried over anhydrous magnesium sulfate
8. customthe solvent was removed under reduced pressure

ORD-Eintrag

ord-9b32939980df43e6b1eb49e473bef3e4

Quelldatensatz

uspto-grants-2010_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07732596B2