68531-86-2Relevant articles and documents
SYNTHESIS OF COUMARSABIN AND 4,6,7-TRIMETHOXY-5-METHYL-2H-1-BENZOPYRAN-2-ONE
Venturella, Pietro,Bellino, Aurora,Marino, Maria Luisa
, p. 819 - 822 (2007/10/02)
The condensation of orcinol with methylmalonic acid affords 4,7-dihydroxy-3,5-dimethyl-2H-1-benzopyran-2-one, 4, and 4,5-dihydroxy-3,7-dimethyl-2H-1-benzopyran-2-one, 5.Diazomethane methylation of 4 yields coumarsabin, 1, and 2,7-dimethoxy-3,5-dimethyl-4H-1-benzopyran-4-one, 8.Methylation of 5 gives the coumarin 6 and the chromone 7. 4,6,7-Trimethoxy-5-methyl-2H-1-benzopyran-2-one, 2, a naturally occurring coumarin, has been synthesized from 4,7-dimethoxy-5-methyl-2H-1-benzopyran-2-one (siderin), 3.Alkaline persulphate oxidation of 3 gives 2,5-dihydroxy-4-methoxy-6-methylacetophenone, 9, and 4,6-dihydroxy-5-methyl-7-methoxy-2H-1-benzopyran-2-one, 11, which on methylation with diazomethane gives 2.