反応 #9007

反応方程式

alcohol

[2-(4-Hydroxymethyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

→

aldehyde

収率 88.0%

[2-(4-Formyl-phenyl)-ethyl]-carbamic acid tert-butyl ester

収率 88.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   ろ過The reaction mixture was filtered through Celite
2. 2
   洗浄the cake was washed with CH2Cl2
3. 3
   その他The solvent was removed from the filtrate under reduced pressure

実験手順

To a solution of the alcohol from above (200 mg, 0.796 mmol) in CH2Cl2 (8 mL) was added activated MnO2 (814 mg, 7.96 mmol) and the mixture stirred at room temperature for 69 h. The reaction mixture was filtered through Celite and the cake was washed with CH2Cl2. The solvent was removed from the filtrate under reduced pressure to give the desired aldehyde as colourless crystals (175 mg, 88%). 1H NMR (CDCl3) δ 1.43 (s, 9H), 2.89 (m, 2H), 3.41 (m, 2H), 4.55 (br s, 1H), 7.37 (d, 2H, J=8.1 Hz), 7.83 (d, 2H, J=7.8 Hz), 9.99 (s, 1H).

出典