تفاعل #41879

معادلة التفاعل

water

(1-Phenyl-cyclopentyl)-methanol

Dess-Martin Periodine

sodium bicarbonate

→

1-Phenyl-cyclopentanecarbaldehyde

المردود 81.8%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىAfter completion of the reaction
2. 2
   استخلاصextracted with DCM (50 mL)
3. 3
   تجفيفThe organic mixture was then dried over sodium sulfate
4. 4
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

To a solution of (1-Phenyl-cyclopentyl)-methanol (1.0 g, 5.7 mmol) in DCM (20 mL) was added Dess-Martin Periodine (6.8 mmol, 1.2 eq) and sodium bicarbonate (6.8 mmol, 1.2 eq) at 0° C. The reaction mixture stirred at this temperature for 2 h and allowed to warm up slowly to room temperature. After completion of the reaction, the mixture was poured into water (50 mL) and extracted with DCM (50 mL). The organic mixture was then dried over sodium sulfate and concentrated under reduced pressure to give 1-Phenyl-cyclopentanecarbaldehyde (812 mg) which was immediately used to synthesize title compound (14 mg) from Intermediate B (20 mg, 0.025 mmol) following general procedures D and B. LC-MS (m/z): 923.

المصدر