id 
342 ‘Friedel and Crafts on the Ethers of Siticic Acid. 
The Actions of the Anhydrids of Acids on Silicie Hther.—After 
having observed the substitution of one alcoholic radical for 
another in ethers, we determined to try to obtain by a similar 
reaction the replacement of an alcoholic radical by one contained 
in an acid. The first experiment made was that of heating the 
chlorid of acetyl with silicic ether, but we have already stated 
that the chlorine, and not the acety], was introduced into the 
ether with formation of a monochlorhydrine and of acetate of 
ethyl. 
It next occurred to us to try the action of anhydrous acetic 
acid, 6? 16 t ©, and we found, that by means of this reagent 
an = rile H,)3, (€2H,8), @, could be formed. 
35 of the normal silicate of ethyl and 13 grams of 
ssi dota, seats acid, boiling at 188°-5-140°,* were heated dur- 
ing 14 hours at 180°. 4 
After 8 fractionated distillations, the following series of pro- 
ducts was obtained—distilled— 
Bee) eo ea Din tiie secs 2a 70 = grs. 
80° 95° e@ereseeeseesesn se eeeeee - 
981 O88 i 55 Bs SS eee 4:0 ~ 
165941797? a i er EES og 
BF 79381 WK eS 2°5 - 
201102" cae ee i ee 5:0 i! 
IOS 107 to ctiecselaskveecial “s 
167208 eS eas lg miate ye Ey. a 
DORN sch i auis wav eeedn wal e = 
BhOVG SE0° 6 cv cies Pere a ee SO 3% 
3 33°75 
The first product, 77°-80°, was acetate of ethyl. According to 
the theory represented by the equation : 
re GB gilts i 
(€ ia), | Sit 6: 2H 10} OCs Hot O.+6? H, Lo, 
11'2 grs. of acetate of ethyl ought to have been produced. 
About 9 grs. of pure acetate were really obtained. 
The products boiling higher were an i 
L ae ee the aiion, weet -  0'2420 gr. 
ae - 08900 “ 
- Bas ete ee ae 
IL. 178'-182°—Substance, weigh - ¥ 
cig i, 0°3190 
Si0,, = 00875 “ 
This product was obtained by redistilling No. L. 
* A convenient way o: ining anhydrous acetic acid is, after rectification 00 
acetic of potash, to rect sodium, 
$f kydiesen Sa: he alo of tn ad until the disengagement 
