반응 #9897

반응 방정식

ether

Sodium acetate

PCC

→

6-oxo-hexanoic acid methyl ester

수율 60.0%

용매

CH2Cl2

반응 조건

후처리

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

실험 절차

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.

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