Microwave induced an efficient synthesis of alcohols via cross-Cannizzaro reaction

Chemistry Letters

Volumn , Issue 9, 1999, Pages 995-996

  Thakuria, Julfikar Ali ^a   Baruah, Mukulesh ^a   Sandhu, Jagir Singh ^a  

^a REGIONAL RESEARCH LABORATORY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0033474742     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1999.995     Document Type: Article

References (18)

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15. J. March, "Advanced Organic Chemistry," 4th ed, John Wiley & Sons, N.Y. (1992), p-1234. R.M. Kellogg, in "Comprehensive Organic Synthesis," ed by B.M. Trost, I. Fleming, Vol. 8, p 86, Pergamon Press, Oxford (1991); J. An, L. Bagnell, T. Cablewski, C.R. Strauss and R.W. Trainor, J. Org. Chem., 62, 2505, (1997); A. Fuentes and J. V. Sinisterra, Tetrahedron Lett., 27, 2967, (1986).
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18. In a typical case, a mixture of benzaldehyde (0.53 g, 5 mmol), formalin solution (40%, 1.5 ml) and basic alumina (ca 4 g) were taken in an Erlenmeyer flask and placed in a commercial microwave oven. After irradiation of the mixture for 30 s (monitored vide TLC) and usual work-up the corresponding benzyl alcohol was obtained in 85% yield exclusively without the formation of any side products. Dark polymeric products were obtained when we further increase the reaction time. Similarly other aldehydes were reacted and their results are summarised in the table. When the same reaction was carried out under thermal condition it required approximately 10 h to complete and gave 60% of the alcohol.