Open AccessPYRROLE CHEMISTRY: III. FRIEDEL-CRAFTS ISOPROPYLATION OF METHYL 2-PYRROLECARBOXYLATE
Author(s) -
Hugh J. Anderson,
L. Cameron Hopkins
Publication year - 1964
Publication title -
canadian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.323
H-Index - 68
eISSN - 1480-3291
pISSN - 0008-4042
DOI - 10.1139/v64-200
Subject(s) - chemistry , isopropyl , friedel–crafts reaction , alkylation , pyrrole , chloride , organic chemistry , isopropyl alcohol , catalysis , medicinal chemistry
The reaction between isopropyl chloride and methyl 2-pyrrolecarboxylate catalyzed by aluminum chloride has been investigated. From the reaction mixture 4-isopropyl-, 5-isopropyl-, and 4,5-diisopropyl-2-esters have been isolated and identified. It has been found that while the 4-isopropyl-2-ester rearranged to 5-isopropyl-2-ester under alkylation conditions, neither the latter nor the 4,5-diisopropyl-2-ester underwent any change. Some suggestions as to the course of the reaction are made.