Chemistry of isocoumarins. Part-II. Synthesis of 3-propyl-and 3-methylisocoumarins and conversion of the latter to 3-methyl-3,4dihydroisocoumarin

Authors
Hussain, MT Rama, NH Malik, A
Citation
Mt. Hussain et al., Chemistry of isocoumarins. Part-II. Synthesis of 3-propyl-and 3-methylisocoumarins and conversion of the latter to 3-methyl-3,4dihydroisocoumarin, I J HET CHE, 8(4), 1999, pp. 273-276
Citations number
13
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
09711627 → ACNP
Volume
8
Issue
4
Year of publication
1999
Pages
273 - 276
Database
ISI
SICI code
0971-1627(199904/06)8:4<273:COIPSO>2.0.ZU;2-J
Abstract
3-Propyl and 3-methylisocoumarins (3a-b) were synthesized by the condensati on of homophthalic acid (12) with butyryl and acetyl chlorides (13). Alkali ne hydrolysis of (3b) gave the keto-acid (14b). 3-Methyl-3,4-dihydroisocoum arin (17b) was obtained by reduction of the keto-acid (14b) to hydroxy-acid (16b) followed by cyclodehydration using acetic anhydride.