Grignard Eeagent on Camphoric and Isocamphoric Esters. 23 



method similar to the patent method of J. D. Riedel (loc. cit.) for 

 the preparation of camphoric esters. The dimethyl ester is a 

 colourless viscous oil, boiling at 165-170° under 37-38 mm. 

 pressure, and having the following composition : — 



0-2245 gave 0-5175 GO, and 0-1760 H,0. = 62-87 ; H=8.80. 

 C12H20O4 requires = 63-10 ; H = 8-85 per cent. 



The reaction between this ester and magnesium phenyl 

 bromide was carried out quite in the same way as in the case of 

 dimethyl camphorate, and a crystalline substance was obtained. 

 On recrystallising it from alcohol, colourless needles melting at 

 105-106° were obtained, with the composition of methyl diphenyl- 

 oxy-isocampholate : — 



0-1831 gave 0-5261 00^ and 0-1365 H^O. = 78-36 ; H=8-33. 

 O23H28O3 requires = 78-36 ; H = 8-01 per cent. 



The substance is easily soluble in benzene, ether, carbon bisulphide, 

 chloroform, and acetone, moderately soluble in alcohol, and glacial 

 acetic acid, and insoluble in petroleum ether. 



The saponification of the ester : — The alcoholic solution of the 

 ester was boiled with an excess of alcoholic potash on a water- bath. 

 On diluting the mixture with a large amount of water, a 

 considerable quantity of the original ester separated out. The 

 filtrate was evaporated on a water-bath to remove the alcohol, and 

 the alkaline solution was acidified with hydrochloric acid. The 

 white precipitates thus obtained were recrystallised from dilute 

 alcohol. The acid thus purified is in the form of lustrous scaly 

 crystals, melting at 214°, with the following composition: — 



0-1323 gave 0-3797 00^ and 0-0944 H^O. = 78-27 ; H = 7-98. 

 OjsHseOs requires = 78-02 ; H = 7-74 per cent. 



Thus the substance is diphenyl-oxy-isocampholic acid, 



