An Efficient Synthesis of 3,4-Dihydro-2,2-Dimethyl-2h-Pyrano Coumarin Derivatives


P. E. Kumar and K. J. Rajendraprasad*
Department of Chemistry, Bharathiar University, Coimbatore - 641 046 India.

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ABSTRACT:

5-Hydroxy-7-methoxy-2,2-dimethyl chroman (1) on condensation with ethyl acetoacetate in the presence of anhydrous aluminium chloride and phosphorous oxychloride gave 5-methoxy-9,10-dihydro-4,8,8-trimethyl pyrano(2,3-h) pyranocoumarin (2) In quantitative yield. The same reaction of hydroxychroman8,3 and 5 afforded the pyranocoumarins4 and 3 respectively. All these products were characterised by spectral means.

KEYWORDS:

acetoacetate; hydroxychroman8; respectively


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