Ryan and Algar — On Unsaturated /3-D '{ketones. — II. 15 



with ether, and the aqueous layer when acidified gave a yellow solid. The 

 solid was dissolved in ether, and the solution was well shaken with dilute 

 sodium carbonate until the ether was colourless. By addition of acid to the 

 sodium carbonate solution, a bright yellow solid was precipitated ; and this 

 was extracted with ether and recrystallized from dilute alcohol. It melted 

 at 150°-151° C, and on heating, or placing in a vacuum-desiccator, the yellow 

 colour of the crystals changed to a deep orange owing to loss of water of 

 crystallization. The substance was dried at 105° C. for analysis. 



0-1981 grm. of substance gave 04582 grm. of C0 2 and 0-0872 grm. H,0, 

 corresponding to C 63-07, H 4'9. 



C 13 H 12 3 requires C 62-9, H 4-9. 



p-Methoxy-benzylidene-acetone oxalic acid in the hydrated state consists 

 of bright yellow acicular crystals, and, when dehydrated, has a deep orange 

 colour. "While sparingly soluble in boiling water, it dissolves easily in dilute 

 alkali or sodium carbonate. Its solution in alcohol has a yellow colour with 

 a green fluorescence, and gives a greenish-brown colour with ferric chloride. 

 It is soluble in benzene or ether and very readily soluble in chloroform. Its 

 solution in concentrated sulphuric acid has a blood-red colour. Mordanted 

 wool is coloured by it in the following manner : — 



Mordant. Colour. 



Aluminium Sulphate, . . Bright orange. 

 Ferric Sulphate, . . . Dirty reddish-brown. 



Ethyl-y-p-Methoxy-cinnameiiyl-isoxazole-a-carloxylate, 



CH 3 . C 6 H 4 . CH : CH . C . CH : C . COOC 2 H 5 . 



II I 



N 



This compound was obtained in a reaction where it was expected that the 

 isoxazole of the methyl ester would be formed. The reasons for its formation 

 are similar to those already given for that of ethyl-'y-cinnamenyl-isoxazole- 

 a-carboxylate. 



A solution of 1 grm. of Methyl-p-methoxy-benzylidene-acetone oxalate 

 and 2 grms. of hydroxylamine hydrochloride in absolute alcohol was heated 

 under a reflux condenser for about three hours. The orange-coloured solution 

 was diluted with hot water, boiled with animal charcoal and filtered. The 

 colourless crystalline solid which separated on cooling the filtrate was 

 recrystallized from dilute alcohol. 



0-1727 grm. of substance gave 0'4155 grm. of C0 2 and 0'085 grm. H 2 0, 

 corresponding to C 65 - 61, H 5 - 46. 



C )3 H 15 ]Sr0 4 requires C 65-9, H 5-53. 



