2-Acetyl-4-methylphenol

H.63) (H.63) Ethanone, l-(2-hydroxy-5-methylphenyl)-, l-(2-hydroxy-5-methylphenyl)-l-ethanone. 2 -hydroxy-5 -methylacetophenone, 2-acetyl-4-methylphenol, o-acetyl-p-cresol, l-hydroxy-2-acetyl-4-methylbenzene [1450-72-2]... 

Fig. 9 Synthetic pathway and FTIR spectra of acetylated 3-bromo-4-methylphenol...

Thus, glycosidation of 2-chloro-4-methylphenol (32) by penta-O-acetyl-D-galactose (15) in the presence of zinc chloride afforded 33, which was subsequently submitted to benzylic bromination to 34. Solvolysis of 34 to 35 was followed by activation using N, iV-disuccinimidylcarbonate (DSC) to give 36. This intermediate was in turn condensed without purification with daunorubicin (1) to yield 37. Final deprotection by transesterification afforded prodrug 29. 

Also obtained by solvolysis of 3-acetyl-5-methylphenol tetrahydropyranyl ether with p-toluene-sulfonic acid in methanol at r.t. (73%) [2659]. 

OCH3 - Preparation by reaction of acetyl chloride on 2-bromo-6-methoxy-3-methylphenol with aluminium chloride in carbon disulfide at 50° (50%) [2914],... 

Preparation by reaction of acetyl chloride on isocreosol (2-methoxy-5-methylphenol) with aluminium chloride in nitrobenzene at r.t. (87%) [3031]. 

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