r 506 J 
XXXIX. 
ON THE SYNTHESIS OF GALACTOSIDES. By PROFESSOR 
HUGH RYAN, M.A:, D.Sc., F.R.U.1., and W. SLOAN 
MILLS, M.A., University College, Dublin. 
[PRELIMINARY COMMUNICATION. | 
[Read Aprit 17; Received for Publication Aprit 19; Published Jury 20, 1901]. 
Ir has been found by one of us that acetyl-chloride reacts with 
galactose’ in a manner analogous with its action on glucose.” The 
compound formed by the interaction was obtained as a colourless 
syrup, which contained chlorine, and was converted into a galac- 
toside, resembling somewhat the phenol-glucoside obtained by 
Michael from acetochloroglucose.* 
As the study of the acetochlorogalactose mentioned in the 
above paper has been since taken up by Emil Fischer and Arm- 
strong,’ we find it necessary to communicate the results which 
we have already obtained, although our experiments with the 
substance are not yet completed. 
Preparation of Acetochlorogalactose.— Twenty-four grams of 
galactose, dried at 105-110° and finely-powdered, were mixed with 
cooling in a freezing-mixture with fifty-one grams of acetyl 
chloride in a well-dried tube, and shaken at the ordinary tempera- 
ture until the sugar was dissolved. The tube was cooled in a 
freezing-mixture of ice and salt before opening it. During the 
latter process the presence of a great internal pressure, due to the 
evolution of hydrochoric acid, was manifest. ‘The contents of the 
tube were extracted with chloroform, and the solution washed first 
with powdered ice and water, then with an ice-cold solution of 
sodium carbonate until free from acid. The chloroform solution 
was dried with calcium chloride filtered and evaporated in vacuo. 
1Trans. Chem. Soc. 1899, p. 1057. 
2 Colley, Ann. Chem. Phys., 1870 [1v.]. 21. E 363. 
3 Comptes Rendus, 1879. 89. p. 355. 
4Sitz. der k. Akad. der Wissensch. zu Berlin, 1901. vii. p. 123. 
