SYNTHESIS OF 2-ACETYL-5,8-DIHYDRO-1,4-DIHYDROXY-3-METHYL NAPHTHALENE - A PRODUCT FROM THE ISOMERIZATION OF DIELS-ALDER ADDUCTS OF BOTH 5-METHYL-2-ACETYL-1,4-BENZOQUINONE AND 6-METHYL-2-ACETYL-1,4-BENZOQUINONE WITH 1,3-BUTADIENE

Authors
AHMAD FBH BRUCE JM
Citation
Fbh. Ahmad et Jm. Bruce, SYNTHESIS OF 2-ACETYL-5,8-DIHYDRO-1,4-DIHYDROXY-3-METHYL NAPHTHALENE - A PRODUCT FROM THE ISOMERIZATION OF DIELS-ALDER ADDUCTS OF BOTH 5-METHYL-2-ACETYL-1,4-BENZOQUINONE AND 6-METHYL-2-ACETYL-1,4-BENZOQUINONE WITH 1,3-BUTADIENE, Synthetic communications, 26(7), 1996, pp. 1263-1271
Citations number
5
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
26
Issue
7
Year of publication
1996
Pages
1263 - 1271
Database
ISI
SICI code
0039-7911(1996)26:7<1263:SO2N->2.0.ZU;2-S
Abstract
tyl-5,8-dihydro-1,4-dihydroxy-3-methyl-naphthalene was synthesised via Diels-Alder addition of 2-acetyl-3-methyl-1,4-benzoquinone to buta-13 -diene followed by enolisation. It was identical with material obtaine d by pyridine-induced acetyl migration from the 1,3-butadiene adducts of both 3- and 6-methyl-2-acetyl-1,4-benzoquinone.