Benzoic acid, 2,5-dichloro-4-fluoro- → HCID 54012777, compound

A solution of 2,5-dichloro-4-fluorobenzoic acid (4.1 g, 19.6 mmol; prepared as described in the literature: Feit, P. W. et al, J. Med. Chem. 1972, Vol. 15, 79-83) in 100 mL THF was treated with 24.5 mL borane methylsulfide complex in THF (2M, 24.5 mL, 49 mmol) at 0-5° C. The mixture was allowed to come to RT, stirred for 14 h at RT and quenched by adding saturated NaHCO3 and 10 mL MeOH. The mixture was extracted with ethyl acetate, the organic layer was washed sequentially with 10% HCl and saturated NaHCO3 solutions, dried over magnesium sulfate and concentrated to give 3.65 g of the title compound as a white solid. ##STR265##

1. customprepared
2. customto come to RT
3. customquenched
4. additionby adding saturated NaHCO3 and 10 mL MeOH
5. extractionThe mixture was extracted with ethyl acetate
6. washthe organic layer was washed sequentially with 10% HCl and saturated NaHCO3 solutions
7. dry with materialdried over magnesium sulfate
8. concentrationconcentrated

ORD record

ord-f7a598d27dfb447e8642a97179aebb7f

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06011059