Acetylsalicylyl chloride

AcEIYLKETENE, 21, 64 Acetylsalicylyl chloride, 23, 66 Acetylsalicylyl peroxide, 23, 66 Acetyl-o-toluidine, 22, 94 substituted, conversion to indoles, 22, 95... 

Anhydrous CdCla added portionwise to ethereal phenylmagnesium bromide, refluxed 0.5 hr. until the test with Michler s ketone, according to H. Gilman and J. Nelson, R. 55, 518 (1936), shows the disappearance of the organomagnesium compound, the ether replaced by benzene, a soln. of acetylsalicylyl chloride in benzene added slowly at room temp., and heated 1 hr. on a steam bath 2-methyl-2-phenylbenz-l,3-dioxan-4-one. Y 73%. F. e. s. M. Renson and F. Schoofs, Bl. Soc. chim. Belg. 69, 236 (1960). 

By a procedure similar to that described for />-nitrobenzoyl peroxide, the following peroxides have been prepared w-nitro-benzoyl peroxide (m.p. 136-137°) in 90 per cent yield anisoyl peroxide (m.p. 126-127°) in 86-89 per cent yields -bromoben-zoyl peroxide (m.p. 144°) in 73 per cent yield and 3,4,5-tribromo-benzoyl peroxide (m.p. 186°) in 40 per cent yield.1 The procedure is not satisfactory for preparation of acetylsalicylyl peroxide, which is more conveniently prepared by action of hydrogen peroxide upon an acetone solution of the acid chloride. 

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