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Notizen. Darstellung und einige Reaktionen von cis, cis ‐2,4‐Di‐ tert ‐butylmuconsäureanhydrid
Author(s) -
Speier Gábor,
Tyeklár Zoltán
Publication year - 1979
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19791120135
Subject(s) - chemistry , medicinal chemistry , yield (engineering) , methanol , sodium hydroxide , ammonia , aqueous solution , organic chemistry , metallurgy , materials science
Preparation and Some Reactions of cis , cis ‐2,4‐Di‐ tert ‐butylmuconic Anhydride cis , cis ‐2,4‐Di‐ tert ‐butylmuconic anhydride ( 1 ) was prepared by the Baeyer‐Villiger reaction from 3,5‐di‐ tert ‐butyl‐ o ‐benzoquinone with monoperphthalic acid in 76% yield. It is relatively stable against water and reacts with aqueous sodium hydroxide to give 2,4‐di‐ tert ‐butyl‐2,5‐dihydro‐5‐oxo‐2‐furanacetic acid ( 2 ), with methanol to form the corresponding ester 3 and with dry ammonia to yield the corresponding amide 4 . All compounds were characterized spectroscopically.