Dimethyl Sulfoxide → Benzaldehyde, 2,5-dichloro-4-fluoro-

Temperature

-78 °C

To a solution of oxalyl chloride (1.72 mL, 19.74 mmol) in 20 mL methylene chloride at -78° C. was added a solution DMSO (2.8 mL, 39.5 mL) in 3 mL methylene chloride. The mixture was stirred for 5 minutes at -78° C. followed by the addition of a solution of Part A 2,5-dichloro-4-fluorobenzyl alcohol (3.5 g, 17.95 mmol) from above in 15 mL methylene chloride. The mixture was stirred at -40° C. for 15 min., cooled to -78° C. followed by the addition of triethylamine (8.26 mL, 59.2 mmol). The mixture was allowed to come to RT, washed sequentially with 10% HCl, saturated sodium bicarbonate solution and water. The organic layer was dried over magnesium sulfate and concentrated to afford the title compound 3.39 g as a white solid. ##STR266##

1. stirringThe mixture was stirred at -40° C. for 15 min.
2. temperaturecooled to -78° C.
3. customto come to RT
4. washwashed sequentially with 10% HCl, saturated sodium bicarbonate solution and water
5. dry with materialThe organic layer was dried over magnesium sulfate
6. concentrationconcentrated

ORD record

ord-d1a14156b1044f72ae53ac7adeac2694

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06011059