Реакция #9007

Уравнение реакции

alcohol

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

→

aldehyde

Выход 88.0%

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

Выход 88.0%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   ФильтрацияThe reaction mixture was filtered through Celite
2. 2
   Промывкаthe cake was washed with CH2Cl2
3. 3
   ДругоеThe solvent was removed from the filtrate under reduced pressure

Методика

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).

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