Methyl formate → 2,6-Dichloro-3-fluorobenzaldehyde

Temperature

-74 °C

Alternate preparation: To a solution of 2,4-dichloro-1-fluorobenzene (100 g, 0.606 mol) in THF (1.4 L) under nitrogen at −78° C., was added a 2.5 M solution of n-BuLi in hexanes (267 mL, 0.666 mol) dropwise over a period of 30 min, maintaining the temperature between −70 to −78° C. After 1.5 h stirring at −78° C., methyl formate (72.6 mL, 1.21 mol) was added slowly, and the reaction mixture was stirred overnight, warming up to rt. The reaction was quenched with sat. aqueous NH4Cl (200 mL) and the organic layer was separated. The organic solvents were removed by distillation at atmosphere pressure and the crude material which contained a small amount of THF was crystallized from hexanes to give the title compound.

1. customAlternate preparation
2. stirringthe reaction mixture was stirred overnight
3. temperaturewarming up to rt
4. customThe reaction was quenched with sat. aqueous NH4Cl (200 mL)
5. customthe organic layer was separated
6. customThe organic solvents were removed by distillation at atmosphere pressure
7. customwas crystallized from hexanes

ORD record

ord-011b8c0e9338404ab9d8a064cb6d0f44

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08592448B2