반응 #9007

반응 방정식

alcohol

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

→

aldehyde

수율 88.0%

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

수율 88.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   여과The reaction mixture was filtered through Celite
2. 2
   세척the cake was washed with CH2Cl2
3. 3
   기타The solvent was removed from the filtrate under reduced pressure

실험 절차

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).

출처