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Volumn 2, Issue 8, 2005, Pages 763-766

CeCl3.7H2 O-SiO2: An efficient and reusable catalyst for the synthesis of β-keto enol ethers

Author keywords

keto enol ethers; Alcohols; Cerium chloride; Reusability

Indexed keywords

EID: 38149137452 PISSN: 15701786 EISSN: None Source Type: Journal
DOI: 10.2174/157017805774717599 Document Type: Review

Times cited : (5)

References (20)

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- Typical Experimental Procedure: A mixture of Silica gel (Acme, finer than 200 mesh, 2.0 g) and CeCl3.7H2O (0.36 g, 1.48 mmol) in acetonitrile (10 mL) was stirred overnight at room temperature. The acetonitrile was removed by rotary evaporation and to the resulting reagent was added cyclohexane 1,3-dione (1, 0.5 g, 4.46 mmol) in methanol (10 ml, Then the mixture was stirred for 3 min, and filtered, washed with ethyl acetate. The filtrate was concentrated under reduced pressure and the crude purified by flash chromatography on a silica gel column to give the product 2i as a colorless oil in 95% yield. The remaining catalyst is reused for 3-4 times with little loss of its activity. 2nd cycle: 89, 3rd cycle: 80, 4th cycle: 69, Spectral data for selected compound 2i: 1H NMR (CDCl3, 200 MHz, δ 1.97 (2H, q, J, 6.6 Hz, 2.29 (2K t, J, 6.6 Hz, 2.37 (2H, t, J, 5.9 Hz, 3.68 (3H, s, OMe, 5.29 1H, bs
- 3, 200 MHz): δ 1.97 (2H, q, J = 6.6 Hz), 2.29 (2K t, J = 6.6 Hz), 2.37 (2H, t, J = 5.9 Hz), 3.68 (3H, s, OMe), 5.29 (1H, bs).

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