Open AccessIpso nitration XXI. Nitration of p-tolylalkanoic acids and derivatives: spiro adducts
Author(s) -
Alfred Fischer,
David R. Leonard,
Rolf Röderer
Publication year - 1979
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/v79-405
Subject(s) - nitration , chemistry , adduct , acetic anhydride , acetic acid , organic chemistry , medicinal chemistry , butyric acid , butyrate , lactone , catalysis , fermentation
Nitration of 4-(p-tolyl)butyric acid and of 3-(p-tolyl)propionic acid in acetic anhydride gives good yields of the diasteriomeric spiro lactone adducts 1 and 12, respectively. Nitration of methyl 4-(p-tolyl)butyrate, 4-(p-tolyl)butanol, and 4-(p-tolyl)butyl acetate gives nitronium acetate adducts but does not give spiro adducts.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom