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Synthesis 1986; 1986(4): 340-342
DOI: 10.1055/s-1986-31610
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A New Convenient Synthetic Method for 3-Allyl-1,1,1-trifluoroacetylacetone and its Derivatives

Yasuhiro Kamitori* , Masaru Hojo, Ryōichi Masuda, Toshihiko Fujitani, Takashi Kobuchi, Takayuki Nishigaki
  • *Department of Industrial Chemistry, Faculty of Engineering, Kobe University, Rokkodai, Kobe 657, Japan
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Publication Date:
27 September 2002 (online)

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Starting from the dimethyl acetal of acetone several 3-allyl-1,1,1-trifluoroacetylacetones (1) were synthesized in high yields by treatment with trifluoroacetic anhydride, ether exchange reaction of the resulting β-trifluoroacetyl-α-methylvinyl ether with allyl alcohols in the presence of silica gel, followed by Claisen rearrangement. Reaction of 1 with hydrazine hydrate gave an allyl-substituted pyrazole bearing a trifluoromethyl group in high yield.

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