Reaktion #49106

Reaktionsgleichung

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

oxalyl chloride

methanol

→

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

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed under reduced pressure
2. 2
   Sonstigeto afford a crude product which
3. 3
   workup.STIRRINGstirred at room temperature overnight
4. 4
   SonstigeThe solvent was then carefully removed under reduced pressure
5. 5
   SonstigeThe residue was chromatographed on silica gel
6. 6
   Wascheneluting with 0-10% ethyl acetate in pentane

Vorschrift

A solution of the mixture containing 2-(methylthio)-4,6-bis(trifluoromethyl)benzoic acid D54 (225 mg) in dry DCM (4 ml), containing dry DMF (1drop), was treated with oxalyl chloride (87 ul, 1.0 mmol) and stirred at room temperature for 1 hour. The solvent was removed under reduced pressure to afford a crude product which was treated with dry methanol (2 ml) and stirred at room temperature overnight. The solvent was then carefully removed under reduced pressure. The residue was chromatographed on silica gel, eluting with 0-10% ethyl acetate in pentane to afford the title product 2-(methylthio)-4,6-bis(trifluoromethyl)benzoyl chloride (60 mg). 1H NMR (CDCl3) δ: 2.62 (3H, s), 7.77 (1H, s), 7.82 (1H, s). Further elution gave methyl 2,4-bis(trifluoromethyl)benzoate (100 mg).

Quelle