反応 #41879

反応方程式

water

(1-Phenyl-cyclopentyl)-methanol

Dess-Martin Periodine

sodium bicarbonate

→

1-Phenyl-cyclopentanecarbaldehyde

収率 81.8%

溶媒

DCM

反応条件

後処理

1. 1
   その他After completion of the reaction
2. 2
   抽出extracted with DCM (50 mL)
3. 3
   乾燥The organic mixture was then dried over sodium sulfate
4. 4
   濃縮concentrated under reduced pressure

実験手順

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.

出典