lo-i Froceediiic/s of the Roj/al Irish Academy. 



Veratri/lidcncS'O-dimctho.rycoumaranoiu; eousiste of fine yellow needles, 

 melting at 172-173° C. Its solution in concentvated siilpliuric acid has a red 

 colour. Fenic chloride gives no coloration with an alcoholic solution of the 

 siibst-ance. 



C. — Hcditciion of Vei-atrylidcne-Z'b-dimcflioxycoimiaranonc. 



The reduction of veratrylidene-o'O-dimethoxyconniarauone was eflected in 

 a uiauner similar to that described above for the reduction of dehydrocatechin- 

 tetramethylether. 



A mixture of 1 g. of platinum black with a sohuiou of 1-5 g. of 

 veratrylidene-'jo-dimelhoxj^coumarauone in 20 c.e. of glacial acetic acid 

 absorbed 150-160 c.e. of hydrogen in less than "leu minutes. After this no 

 further absorption of hydrogen was noticed. The solution, which had become 

 colourless, was filtered from the platinum, and was diluted with water to 

 three times it-s volume. ¥ine needles separated ; these were collected on the 

 filter pump, and after two reciystallisations from 20 c.e. of boiling alcohol 

 they melted at 125-125° C. The pure substance weighed 075 g. It was 

 insoluble in aqueous potash, and dissolved in concentrated sulphuric acid, 

 forming an orange solution. It gave on analysis the following results: — 



0i;U6 substance ga\ e 0o252 CO, and 00743 H^O. 



0-1626 subsUmcc gave ^9-{8 CO, and 00838 H«0, corresponding to 



C 65-90, 660"., H 6 09, o-71. 

 C„H„0, reiiuires: C 6624, 11 5 85 



D. —Siimmari/. 



1. Deoxycatechin-tetramethylether, CuUi,, OCH3), was obtained bj- the 

 iudirect reduction of catechin-tcti'aniethylether CjjH.uO^ fOCHj),. It melts at 

 136-137° C. 



2. Yeratrylidene-3-5-dimethoxyeoumai-anone on reduction with hjdrogen 

 in the presence of platinum black fonned a dihydro derivative. CillsOj 

 (OCHj),, which melts at 12o-126"C., and which on further reduction should 

 give an isomeride of catechiu-tetrameihylether, {',5H,„02 (0( H3},. 



