2234-82-4Relevant articles and documents
Gault
, p. 69,70 (1966)
Alkynyl halide compounds and alkenyl acetate compounds therefrom
-
, (2008/06/13)
The invention provides a novel method for the synthetic preparation of an ω-haloalkyne compound of the general formula R--C C--CH2)n X, in which X is a halogen atom, R is a monovalent hydrocarbon group and n is 4, 5 or 6, by the coupling reaction of a Grignard reagent RMgX' and an ω-halo-1-bromoalkyne compound of the formula X--CH2)n C C-Br. The ω-haloalkyne compound obtained in the above can be readily converted to the corresponding alkenyl acetate of the formula R--CH=CH--CH2)n OCOCH3 by first acetylating and then partially hydrogenating in the presence of a Lindlar catalyst. In particular, 7, 11-hexadecadienyl acetate, which is a sexual pheromone compound of a noxious insect, is obtained in the same route of synthesis starting with the Grignard reagent of a 1-halo-3-octene and 1, 8-dibromo-1-octyne.
Unsaturated vitamin E intermediates--dehydro and didehydro α-tocopherols
-
, (2008/06/13)
New dehydrotocopherols, namely cis- and trans- 3',4'-dehydrotocopherol; cis- and trans- 4',5'-dehydrotocopherol; and 4',4'-a-dehydrotocopherol, and new didehydrotocopherols, namely cis- and trans- 3',4'-11',12'-didehydrotocopherol; cis- and trans- 4',5'-11',12'-didehydrotocopherol; and 4',4'a-11',12'-didehydrotocopherol, are useful intermediates in the preparation of Vitamin E. These intermediates are prepared by reacting trimethylhydroquinone under acid catalysis with certain C20 intermediates, namely: STR1 where R represnts a 3,7-dimethyloctyl or a 3,7-dimethyl-6-octenyl radical and X is halogen, hydroxyl, acetate, C1-4 alkanoate, C3-4 alkenoate, aralkenoate and benzoate.