Baylis-Hillman reaction in [bdmim][PF6] ionic liquid

Tetrahedron Letters

Volumn 45, Issue 24, 2004, Pages 4673-4676

  Hsu, Jen Chuah ^a   Yen, Ya Hew ^a   Chu, Yen Ho ^a  

^a NATIONAL CHUNG CHENG UNIVERSITY   (Taiwan)

Author keywords

Baylis Hillman reaction; Ionic liquid

Indexed keywords

1 BUTYL 2,3 DIMETHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; 1 BUTYL 3 METHYLIMIDAZOLIUM HEXAFLUOROPHOSPHATE; ALDEHYDE DERIVATIVE; IMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BAYLIS HILLMAN REACTION; CHEMICAL STRUCTURE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 2442695035     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.099     Document Type: Article

References (24)

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21. 6] was previously prepared and used solely to study its affinity with water: Cammarata L., Kazarian S.G., Salter P.A., Welton T. Phys. Chem. Chem. Phys. 3:2001;5192-5200
22. 6, 100 MHz) δ 9.21, 13.48, 18.99, 31.27, 34.77, 47.43, 120.98, 122.43, 144
23. 13C NMR, MS, and HRMS. Yields refer to spectroscopically and chromatographically homogeneous (>95%) materials
24. 6] (300 μL) at ambient temperature. The Baylis-Hillman reaction was allowed to proceed for 24 h at ambient temperature. The reaction mixture was first diluted with dichloromethane, washed with 10% citric acid three times, and then concentrated under reduced pressure. The product in the ionic liquid solution was extracted using diethyl ether (5×) and the combined ethereal mixture was reduced to dryness in vacuo. If necessary, flash chromatography was employed to purify the Baylis-Hillman adduct. A new portion of reactants and DABCO was added to the recycled ionic liquid and the cycle was repeated