Реакция #9045

Уравнение реакции

alcohol

N, N′-bis-(tert-butoxycarbonyl)-N″-(4-hydroxymethyl-phenyl)-guanidine

→

N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine

Выход 93.0%

Растворители

CH2Cl2

Условия реакции

Обработка

1. 1
   ФильтрацияThe 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

The alcohol (0.282 g, 0.771 mmol) from above was dissolved in CH2Cl2 (7 mL), treated with activated MnO2 (0.696 g, 8.01 mmol) and stirred at room temperature overnight. The mixture was filtered through celite® and the cake was washed with CH2Cl2. The solvent was removed from the filtrate under reduced pressure and provided N, N′-bis-(tert-butoxycarbonyl)-N″-(4-formyl-phenyl)-guanidine (0.260 g, 93%) as a white solid. 1H NMR (CDCl3) δ 1.53 (s, 9H), 1.55 (s, 9H), 7.85 (s, 4H), 9.93 (s, 1H), 10.34 (br s, 1H).

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