Ryan anp Esprini—The Synthesis of Gilycosides. 251 
and melted at 192°-193°C. On analysis the following results 
were obtained :— 
0-1260 grm. subst. gave 0°3001 grm. CO,, and 0°0656 grm. H,0. 
C 64:96 H 5°78. 
C,;H,,0; requires C 65°21 H 5'8. 
Naphthyl-xyloside crystallizes from dilute alcohol in long 
branching needles, which dissolve slowly in cold, and readily in 
hot, absolute alcohol. It is very soluble in acetone and acetic 
ester, but almost insoluble in ether, carbon bisulphide, chloroform, 
and petroleum ether. Its solubility in water is not increased by 
addition of potash. The substance does not reduce Fehling’s 
solution before, but does so readily after, hydrolysis, by boiling 
with dilute sulphuric acid. It is not hydrolysed by emulsin. 
Conversion of Acetyl-chloro-xylose into Carvacryl-xyloside. 
Acetyl-chloro-xylose was added to equimolecular quantities of 
potash and carvacrol, dissolved in absolute alcohol, and the 
mixture allowed to remain at the temperature of the laboratory 
for two days. It was next warmed for some time, filtered, and 
the alcohol evaporated from the filtrate. An oily mass was left, 
which became crystalline after evaporation a few times with 
water. It was boiled with water and a little animal charcoal, 
filtered and concentrated until the glycoside crystallized out. It 
was recrystallized several times from water. When dried in a 
vacuum over sulphuric acid, it melted at 105°C., and gave on 
analysis :-— 
0:1000 grm. subst. gave 0:0740 grm. H,O and 0:2317 grm. CO,. 
C 63:2 H 8-22. 
C,;H,.0; requires C 63°78 H. 7°87. 
3-Carvacryl-xyloside crystallizes from boiling water in long 
needles. It is soluble in hot alcohol, ether, chloroform, acetic 
ester, and acetone. It is insoluble in carbon bisulphide. Its 
behaviour towards Fehling’s solution is similar to that of Pa- 
naphthyl-xyloside. In potash it dissolves much more readily 
than in water, resembling in this respect the corresponding 
glucose derivative. 
