반응 #9045

반응 방정식

alcohol

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

→

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

수율 93.0%

용매

CH2Cl2

반응 조건

후처리

1. 1
   여과The 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

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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