반응 #49106

반응 방정식

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

oxalyl chloride

methanol

→

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

용매

DCM

반응 조건

후처리

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

실험 절차

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).

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