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Conversion of (±)‐3‐ethyl‐3‐methyl phthalides to 3,3‐dimethyl‐3,4‐dihydroisocoumarins. Synthesis of 3‐methylmellein
Author(s) -
Bhide B. H.,
Kalaria A. J.,
Panchal B. M.
Publication year - 2002
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570390403
Subject(s) - chemistry , methyl ketone , anhydrous , alkylation , ketone , organic chemistry , catalysis
o ‐Lithio yV‐methyl benzamides ( 1a‐f ) upon alkylation with ethyl methyl ketone gave (±)‐3‐ethyl‐3‐methyl phthalides ( 2a‐f ), which upon treatment with concentrated H 2 SO 4 or anhydrous A1C1 3 furnished corresponding 3,3‐dimethyl‐3,4‐dihydroisocoumarins ( 3a‐f ) and 3‐methyl mellein ( 3g ).