Mb. Hogale et al., A CONVENIENT SYNTHESIS OF 6,6-DIMETHYL-6A,7,8,9-TETRAHYDRO-6H-DIBENZO[B,D] PYRANS, Indian journal of chemistry. Sect. B: organic chemistry, including medical chemistry, 32(11), 1993, pp. 1156-1158
Treatment of 2,2-dimethyl-2H-1-benzopyran-4(3H)-ones (2a,b) with dimet
hyl sulphate in alkali gives the corresponding methyl ethers (3a,b). T
he reaction of 3a-c with methyl vinyl ketone affords -dimethyl-3(3-oxo
butyl)-2H-1-benzopyran-4(3H)-ones (4a-c) which are converted to the co
rresponding dimethyl-6a,7,8,9-tetrahydro-6H-dibenzo[b,d]pyran- 9-ones
(5a-c). The title compounds 6a-c have been synthesized by the Clemmens
en reduction of 5a-c and characterized by their elemental analyses and
IR and PMR spectral data.