Method for synthesis of diacetylenic compounds

Details Method for synthesis of diacetylenic compounds Method for synthesis of diacetylenic compounds

1986-12-24

1989-09-19

Lone, Werren B.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2604055, C11C 100

Patent

active

048679178

ABSTRACT:
A method for synthesizing a diynoic acid having the formula CH.sub.3 (CH.sub.2).sub.n --C.tbd.C--C.tbd.C--(CH.sub.2).sub.m CO.sub.2 H comprising the steps of: selecting a one-halo alkyne from the group consisting of CH.sub.3 (CH.sub.2).sub.n C.tbd.CX, where X is a selected halogen; selecting an omega-alkynoic acid having the formula, HC.tbd.C(CH.sub.2).sub.m CO.sub.2 H; dissolving the alkynoic acid in an aqueous solution of base; adding a catalytic amount of cuprous halide dissolved in an aqueous solution of alkylamine to the aqueous solution of alkynoic acid; adding a reducing agent to the solution of alkynoic acid and cuprous halide; adding the one-halo alkyne to the solution; adding as much more of the reducing agent to the solution as is necessary to maintain the cuprous ion in the cuprous state; wherein m is selected from the group of 5, 6, 7, 8, 9, 10, and 11, and n is selected from the group of 7, 8, 9, 10, 11, 12, 13, 14, 15, and 16.

REFERENCES:
D. Mobius, Acc. Chem. Res., 1981, vol. 14, 63.
Dejarlais, Emken, Synthetic Commun., 1980, vol. 10, 653.
Singh et al., Polymer Preprints, vol. 26, 184-185.
Smith et al., Synthesis, 1974, 441.
Schnur et al., Polymer Preprints, vol. 26, 186 (9/85).
Bergel'son et al., Zh. Obsh. Khim., 1962, vol. 32, 58.
Kovaleva et al., Zh. Org. Khim., 1972, vol. 8, 2474.
Newton et al., J. Chem. Res., (M), 1980, 3501.
Georger et al., Polymer Preprints, vol. 26, 207-208 (9/85).
Vaughn, J. Amer. Chem. Soc., 1933, vol. 5, 3456.
Fendler, Monolayers and Organized Multilayer Assemblies in Membrane Mimetic Chemistry, 1982, 78.

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