Réaction #84030

Équation de réaction

6-bromo-2-naphthoic acid

Oxalylchloride

→

6-bromo-2-naphthoyl chloride

Rendement 100.1%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.DISSOLUTIONComplete dissolution
2. 2
   ConcentrationThe reaction mixture was concentrated
3. 3
   workup.ADDITIONdichloromethane (100 mL) was added
4. 4
   Autrethe solvent was evaporated again

Mode opératoire

6-bromo-2-naphthoic acid (72.3 g, 282 mmol, 1.0 equiv.) was suspended in dichloromethane (600 mL) and DMF (catalytic, 5 drops) was added. Oxalylchloride (71.6 g, 564 mmol, 2.0 equiv.) was added portion wise during 1 hour. The reaction mixture was stirred overnight with a CaCl2 drying tube mouthed on the flask. Complete dissolution occurred. The reaction mixture was concentrated, dichloromethane (100 mL) was added and the solvent was evaporated again, yielding 6-bromo-2-naphthoyl chloride (76.1 g, 100%) as an oil which was used as such in next step.

Source