反応 #45333

反応方程式

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

Dess-Martin periodinane

NaOH

→

3-nitro-5-(trifluoromethyl)benzaldehyde

溶媒

CH2Cl2

反応条件

後処理

1. 1
   抽出The mixture was extracted with EtOAc (50 mL)
2. 2
   洗浄the organic extracts were washed with brine (25 mL)
3. 3
   乾燥dried over Na2SO4
4. 4
   ろ過filtered
5. 5
   濃縮concentrated
6. 6
   その他Purification by flash chromatography with 0% to 15% EtOAc/hexanes

実験手順

A solution of [3-nitro-5-(trifluoromethyl)phenyl]methanol (400 mg, 1.88 mmol) in CH2Cl2 (20 mL) was cooled to 0° C. and then Dess-Martin periodinane (1.59 g, 3.76 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 (50 mL) and the organic extracts were washed with brine (25 mL), dried over Na2SO4, filtered, and concentrated. Purification by flash chromatography with 0% to 15% EtOAc/hexanes afforded 3-nitro-5-(trifluoromethyl)benzaldehyde. Rf=0.39 (15% EtOAc/hexanes). 1H NMR (CDCl3, 500 MHz) δ 10.18 (s, 1H), 8.91 (s, 1H), 8.74 (s, 1H), 8.48 (s, 1H).

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