| 摘要 |
The invention provides a novel method for the synthetic preparation of an omega -haloalkyne compound of the general formula R-C 3BOND C-CH2)nX, 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 omega -halo-1-bromoalkyne compound of the formula X-CH2)nC 3BOND C-Br. The omega -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. |
