33280-65-8Relevant articles and documents
Synthesis of Two Naturally Ocurring Isobutyrates Related to Thymol
Sanghvi, Y. S.,Rao, A. S.
, p. 952 - 954 (2007/10/02)
7-Acetoxymethylcoumarin (15), prepared by heating 7-bromomethyl-4-methylcoumarin (14) with sodium acetate and acetic acid, on heating with NaOH-ethylene glycol, furnishes 3-hydroxy-4-isopropylbenzyl alcohol (3).Compound (3) has been transformed into diisobutyrate (1) of 3-hydroxy-4-isopropylbenzyl alcohol.Selective methylation of 3 furnishes 4-isopropyl-3-methoxybenzyl alcohol (5), an intermediate for the synthesis of sempervirol.Acylation of 5 gives the naturally ocurring 4-isopropyl-3-methoxybenzyl isobutyrate (2). 4,7-Dimethylcoumarin affords o-isopropenylphenol (7) when heated with aq.NaOH at 140 deg C, but if the reaction is carried out at 210 deg C the product formed is m-cresol (17).