Synthesis of Dehydro-β-lonone

Details Synthesis of Dehydro-β-lonone Synthesis of Dehydro-β-lonone

Mar 1948

adsabs.harvard.edu/cgi-bin/nph-data_query?bibcode=1948natur.161..481h&link_type=abstract

Nature, Volume 161, Issue 4091, pp. 481 (1948).

Computer Science

Scientific paper

THE elegant brominating reagent, N-bromo-succinimide, has been employed by Karrer1 to prepare fcisdehydrolycopene from the acyclic carot-enoid, lycopene. It has now been shown that the cyclic compound β-ionone reacts in a facile manner with this reagent, giving a bromo-derivative which on dehydrobromination with diethylaniline yields dehydro-β-ionone (I), b.p. 75° at 1 mm. mercury pressure, n22D 1.5497. The absorption spectrum exhibited maxima at 2210A. and 3380A. (&epsiv = 7,000 and 9,000 respectively). The product was characterized by the formation of a semicarbazone (m.p. 144-146°) and a 2:4-dinitrophenylhydrazone (m.p. 150-151°).

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