40646-47-7Relevant academic research and scientific papers
CONVENIENT SYNTHESIS OF 4-(2,2-DICHLOROETHENYL)-5,5-DIMETHYLTETRAHYDRO-2-FURANONE DERIVATIVES, A KEY INTERMEDIATE OF PERMETHRINIC ACID.
Tsuboi,Amano,Takeda
, p. 802 - 805 (1984)
A key intermediate of 2-(2,2-dichloroethenyl)-3,3-dimethylcyclopropanecarboxylic acid, 3-alkoxycarbonyl-(or acyl)-4-(2,2-dichloroethenyl)-5,5-dimethyltetrahydro-2-furanone was prepared by the base-catalyzed condensation of 2-methyl-3,5,5-trichloro-4-penten-2-ol with acetate derivatives such as malonic esters, acetoacetic esters, and benzoylacetate. The reactivity of 3-acetyl-4-(2,2-dichloroethenyl)-5,5-dimethyltetrahydro-2-furanone to an excess amount of thionyl chloride in ethanol was also examined. An analog, -butyl-4-(2,2-dichloroethenyl)-3-ethoxycarbonyl-5-methyltetrahydro-2 -furanone was also prepared in 31% yield.
(2,2-Disubstituted vinyl)γ-butyrolactones
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, (2008/06/13)
(2,2-Disubstituted vinyl)-γ-butyrolactones of the formula: STR1 in which R1 and R2 are hydrogen or C1 -C6 alkyl, preferably methyl, R3 and R4 are hydrogen, C1 -C6 alkyl, preferably methyl, or halogen, or, together with the carbon atom to which they are attached, form a cycloalkyl group, and R5 is C1 -C6 alkyl, are prepared by condensing an epoxide of the formula: STR2 with a malonic acid ester of the formula: STR3 in a basic medium. The butyrolactones of formula I are valuable intermediates for the synthesis of synthetic pyrethroids having insecticidal activity.
