تفاعل #1483030

معادلة التفاعل

4-(tert-butyidiphenylsilyloxy)butan-1-ol

Dess-Martin periodinane

→

4-(tert-butyidiphenylsilyloxy)butanal

المذيبات

—

hexanes

—

hexanes

dichloromethane

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىthe resulting white precipitant was removed via filtration
2. 2
   تركيزThe solution was concentrated
3. 3
   أخرىto give
4. 4
   أخرىform a slurry, which
5. 5
   أخرىThe solids were removed via filtration
6. 6
   تركيزthe resulting solution was concentrated

الإجراء التجريبي

To a solution of the 4-(tert-butyidiphenylsilyloxy)butan-1-ol (0.5 g, 1.5 mmol) in dichloromethane (20 mL) was added Dess-Martin periodinane (775 mg, 1.83 mmol). The mixture was stirred for 1 h. The reaction mixture was poured into hexanes and the resulting white precipitant was removed via filtration. The solution was concentrated to give form a slurry, which was dissolved in dichloromethane (5 mL) and again poured into hexanes resulting in the precipitation of white solid. The solids were removed via filtration and the resulting solution was concentrated. This gave 475 mg (97%) of a clear oil: 1H NMR (CDCl3); δ1.04 (s, 9H), 1.89 (m, 2H), 2.55 (m, 2H), 3.69 (t, 2H, J=6.1 Hz)), 7.38 (m, 6H), 7.63 (d, 4H, J=1.7 Hz), 9.79 (t, 1H, J=1.8 Hz).

المصدر