Reaction #607493

ord-54e8f043908945eba44edd67a3401a95

Reaction equation

O=C(O)c1ccc(Br)cc1F
4-bromo-2-fluorobenzoic acid
O=C(Cl)C(=O)Cl
oxalyl chloride
CN(C)C=O
DMF
O=C(Cl)c1ccc(Br)cc1F
4-bromo-2-fluorobenzoyl chloride
Yield 100.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    ConcentrationThe mixture was concentrated under reduced pressure

Procedure

To a solution of 4-bromo-2-fluorobenzoic acid 144a (250 g, 1.14 mol) in dry DCM (2000 mL) was added oxalyl chloride (446 g, 3.51 mol) and DMF (10 mL) at RT, and the reaction mixture was stirred at RT for 1 h. See FIG. 3. The mixture was concentrated under reduced pressure to give 4-bromo-2-fluorobenzoyl chloride 144b (271 g, 100%) as a yellow solid, which was used for the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09326985B2uspto-grants-2016_05