Abstract
The bromination of 2-acetyl-5-methylfuran by bromine and N-bromosuccinimide was studied. The action of N-bromosuccinimide on 5-methyl-2-acetylfuran in various solvents leads to mixtures of an ω-bromo ketone, a 5-bromomethyl derivative, and 5-bromomethyl-ω-bromo ketone. The use of 2,2′-azobisisobutyronitrile as activator of the radical process does not make the reaction selective but promotes bromination at the methyl group of the ring. A selective method for the synthesis of 2-(bromoacetyl)-5-methylfuran by the bromination of 2-acetyl-5-methylfuran with bromine was developed.
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References
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Additional information
Latvian Institute of Organic Synthesis, Riga. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 184–186, February, 1999.
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Saldabol, N., Popelis, Y., Shatz, V. et al. Bromination of 2-acetyl-5-methylfuran. Chem Heterocycl Compd 35, 161–163 (1999). https://doi.org/10.1007/BF02251701
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DOI: https://doi.org/10.1007/BF02251701