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A practical and convenient synthesis of hotrienol, an excellent fruity smelling compound.

Journal of agricultural and food chemistry (2003-06-26)
Yoshifumi Yuasa, Yasushi Kato
RESUMEN

The practical and convenient synthesis of hotrienol, which is an excellent fruity smelling compound, has been performed by the ene-type chlorination of linalyl acetate and then dehydrochlorinated by lithium bromide and lithium carbonate in DMF, followed by hydrolysis in three steps with an overall yield of 55%.

MATERIALES
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Sigma-Aldrich
Bromuro de litio, ReagentPlus®, ≥99%
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Lithium bromide solution, 54 wt. % in H2O
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Linalyl acetate, natural, ≥96%, FG
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Linalyl acetate, ≥97%, FCC, FG
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Bromuro de litio, powder and chunks, ≥99.995% trace metals basis
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Bromuro de litio, AnhydroBeads, −10 mesh, 99.999% trace metals basis
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3,7-Dimethyl-1,6-octadien-3-yl acetate, 97%
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Bromuro de litio, AnhydroBeads, −10 mesh, ≥99.9% trace metals basis