反応 #9897

反応方程式

ether

Sodium acetate

PCC

→

6-oxo-hexanoic acid methyl ester

収率 60.0%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   ろ過the reaction mixture was filtered through Florisil
2. 2
   濃縮the filtrate was concentrated
3. 3
   workup.DISTILLATIONThe residue was distilled at reduced pressure (80–84° C. at 0.2 mmHg)

実験手順

The foregoing crude product was dissolved in CH2Cl2 (300 mL). Sodium acetate (2.6 g, 32 mmol) and PCC (32.7 g, 50 mmol) was added. After being stirred at room temperature for 2 h, ether (2000 mL) was added, the reaction mixture was filtered through Florisil, and the filtrate was concentrated. The residue was distilled at reduced pressure (80–84° C. at 0.2 mmHg) to give 6-oxo-hexanoic acid methyl ester (8.58 g, 60%) as a colorless oil: 1H NMR (300 MHz, CDCl3) δ 9.72 (1H, t, J=1.5 Hz), 3.62 (3H, s), 2.43 (2H, m), 2.29 (2H, m), 1.62 (4H, m); 13C NMR (75 MHz, CDCl3) δ 201.99, 173.64, 51.73, 43.66, 33.88, 24.53, 21.69.

出典