Reaktion #49105

Reaktionsgleichung

2-methyl-4,6-bis(trifluoromethyl)benzoic acid

oxalyl chloride

→

2-Methyl-4,6-bis(trifluoromethyl)benzoyl chloride

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was carefully removed under reduced pressure
2. 2
   Sonstigethe residue re-evaporated from further DCM
3. 3
   workup.ADDITIONThe mixture of acid chlorides
4. 4
   workup.ADDITIONwas then treated with methanol (3 ml)
5. 5
   workup.WAITkept at room temperature for 2 hours
6. 6
   Sonstigeafter which time the solvent was again carefully removed under reduced pressure
7. 7
   workup.ADDITIONa mixture of the title product 2-methyl-4,6-bis(trifluoromethyl)benzoyl chloride and methyl 2,4-bis(trifluoromethyl)benzoate
8. 8
   SonstigeThe mixture was used without further purification

Vorschrift

A solution of 2-methyl-4,6-bis(trifluoromethyl)benzoic acid D52 alternative method (400 mg, approximately 1.47 mmol) in DCM (5 ml), containing DMF (1 drop), was treated with oxalyl chloride (166 ul, 1.91 mmol) and stirred under argon for 1 hour. The solvent was carefully removed under reduced pressure and the residue re-evaporated from further DCM. The mixture of acid chlorides was then treated with methanol (3 ml) and kept at room temperature for 2 hours after which time the solvent was again carefully removed under reduced pressure. NMR data indicated this to be a mixture of the title product 2-methyl-4,6-bis(trifluoromethyl)benzoyl chloride and methyl 2,4-bis(trifluoromethyl)benzoate. The mixture was used without further purification.

Quelle