반응 #45340

반응 방정식

[3-(methylthio)-5-(trifluoromethyl)phenyl]methanol

Dess-Martin periodinane

NaOH

→

3-(methylthio)-5-(trifluoromethyl)benzaldehyde

용매

CH2Cl2

반응 조건

후처리

1. 1
   추출The mixture was extracted with EtOAc (75 mL)
2. 2
   세척The organic extracts were washed with brine (25 mL)
3. 3
   건조dried over Na2SO4
4. 4
   여과filtered
5. 5
   농축concentrated
6. 6
   기타Purification by flash chromatography with 1% to 10% EtOAc/hexanes

실험 절차

A solution of [3-(methylthio)-5-(trifluoromethyl)phenyl]methanol (200 mg, 0.99 mmol) in CH2Cl2 (20 mL) was cooled to 0° C. and then Dess-Martin periodinane (573 mg, 1.35 mmol) was added. The reaction was slowly warmed to room temperature. After stirring at room temperature for twenty minutes, the reaction was poured into 1N NaOH (25 mL). The mixture was extracted with EtOAc (75 mL). The organic extracts were washed with brine (25 mL), dried over Na2SO4, filtered, and concentrated. Purification by flash chromatography with 1% to 10% EtOAc/hexanes afforded 3-(methylthio)-5-(trifluoromethyl)benzaldehyde. Rf=0.55 (25% EtOAc/hexanes). 1H NMR (CDCl3, 500 MHz) δ 10.02 (s, 1H), 7.87 (s, 1H), 7.84 (s, 1H), 7.68 (s, 1H), 2.58 (s, 3H).

출처