An improved process for preparing alkylethers of morphine / [E. Merck].

  • Emanuel August Merck
Date:
1902
Catalogue details

Licence: Public Domain Mark

Credit: An improved process for preparing alkylethers of morphine / [E. Merck]. Source: Wellcome Collection.

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    14,3f)6.—4.1). 1901. 10 1.5 hiiproved Process for Preparing Alkjdethers^M _____ 1h' particularly <lcscribc(l an.l ascertaiucd in aiv.l by the follow- mg'stateinoiit; — Various methods are alreadc in 'existence for the transtormathni of niorphla into c Irfno the latest heinjr that of K. Mo'ck ami forming the subject ot (fennan Patmits Xos. Kh'bdf, lOT'fdd, and JtlHOTd, according to which an alkaline solution of morphia is treated with the neutral ethere of inorganic ackls. 'nil iientral ethers of organic acids, especially the ethers id aromatic siilphoiuc acids have likewise been api>li(>d in the etlieiiticatioii (d othei organic su i s auces. This latter process, in which none but neutral solutions are employed, results in the introdnetion of the alcoholic radica in the carhoxy group (see'Blit. Bat. ^lo. l(il)OT/1899, Transformation of dialkyl-rhodamines rnto tliiii *'**'llccen/'iniistiga)tions have shown that these sul|dioiiic ethers arc likewise well adapted to replace the hydrogen of the pheiiolhydroxyl within the morphia hv alcoholic radicals, provided alkaline solutions be employed in confirmite uitlt the German Batent Xo. 102(id4 referred to above and sujijdementary patents. Code'ine results even at the ordinary temperature whenever lien/.olesulphonic methvlether reacts on the sodiumsalt of ni’orphrne. The reaction may be accele¬ rated by gentle heating, by which the formation of the ether is completed within an extremely short period. , , , . n i ii . ; , Similarly, morpliiaetliyletlier is formed wlien benzolsulpnonic etliyletlier m employed/ On the other hand, other sulphonic ethers, for instance, a ~ or (i = nai)htaleiie-siilphonlc ethers, toluol or chloiosiilphonic ethers oiid the like mev he substituted for the henzolesulphonic eihers and the sodiumsalt of morphine may be replaced by the corresponding morphia compounds of the other metallic alkalies and alkaline earths. I^IXAMPLE. Dissolve 100 parts of sodiumsalt of morphine in OOO parts of metbylic alcohol and add 00 ])arts of beiizolesulphonic methvlether, stand the mixture away for some time, or accelerate the reaction by shaking, stirring and careful heating. .U) Codeine and any traces of morphia which may have escaped etheritication may be extracted from the resulting pi odiict of the reaction in the usual manner. Havinu' now particularly described and ascertained tlie nature of my said invention, and in what manner the same is to be performed, I declare that what I claim is i A process for the etheriticatb>n of nior))hla by the reactiian of benzole or naphtalenesul])honic ethers or their liomologues or pr’otlucts of substitution on alkaline solutions of morphia. 20 25 .S5 Dated this loth day of Ajnil 1902. DDhlDK. HOiaiM. f() Kedliill: Triuted lor Ills Majesty’s Statioueiy (Jtlice, by Love & Malcomson, Ltd.—1902.