| 摘要 |
1500367 1,3-Dicarbonyl compounds TEIJIN Ltd 4 March 1975 [4 March 1974] 8936/75 Heading C2C [Also in Division C3] 1,3-Dicarbonyl compounds (some of which are novel) of Formula IV in which R 1 , R 2 , R 3 and R 4 each represents H or a monovalent organic group, and when they are organic groups they may be linked to each other to form rings, R A is a monovalent organic group and R B is a monovalent organic group containing at least 2 carbon atoms, are prepared by (1) reacting anα,#-unsaturated carbonyl compound of Formula I with an organic copper lithium compound of Formula II Cu(R B ) n LiY 2-n in which Y is a monovalent anion, R B is a monovalent organic group and n is 1 or 2, and when n is 2, the two R B groups are identical or different, at least one containing at least 2 carbon atoms, in the presence of an aprotic inert organic solvent, and then (2) treating the reaction product with an acid halide or acid anhydride derived from an acid of Formula III R A COOH. The novel compounds have the Formula IVa and IVc in which Q is H, OH or protected OH, R A is a monovalent organic group, e.g. -Z-COOR, where Z is C 1-19 hydrocarbyl and R is H or C 1-8 hydrocarbyl, and R B is a monovalent organic group containing 2 to 20 C atoms. In examples the following compounds are prepared: the ethyl ester of 7-oxo-11-deoxyprostaglandin E 1 , the ethyl ester of 1-oxoprostaglandin E 1 , 2-acetyl-3-ethyl-cyclohexanone, 3- benzoyl - 2 - octanone, 7 - n - pentyltridecane- 6,8 - dione, 2 - acetyl - 3 - n - butylcyclohexanone and o - (2 - oxo - 6 - n - butyl - cyclohexyl)- carbonyl - benzoic acid. 3 - n - Butyl - cyclohexanone is obtained as a by-product in certain examples. Some products are oxo analogs of prostaglandin E 1 and have smooth muscle shrinking activity, hypotensive activity, bronchodilating activity or activity for inhibiting liberation of fatty acids.
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