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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    N 14,366 A.D. 1901 Date of Application, 15th July, 1901 Complete Specification Left, 15th Apr., 1902—Accepted, 22nd May, 1902 PROYLSIUNAL SPECIFICATION. CoinniunicatcHl from abroad by Mr. F. Merck, Parmstadt, Ocrmaiiy. An Improved Process for Preparing Alkylethers of Morphine. Frederick lioEim, C'liemical Ageiifi, lU, Jewry Street, Louden, ]!].C., do hereby declare the uature of this invention to be as follows: — Yarious methods are already in existence for the transformation of morphia into codeine, the latest being that of F. Merck, and forming the subject of 0 Oermaii Patents Nos. Klibdl, l()722b, and l()807-3, according to which an alkaline solution of morphia is treated ivitli the neutral ethers of inorganic acids. The neutral ethers of organic acids, esjiecially the ethers of aromatic sulphonic acids have hike wise been applied in the etherification of other organic sub¬ stances. This latter process, in which none but neutral solutions are employed, 10 results in, the introduction of the alcoholic ladical into the carboxyl group (see Blit. Pat. No. 100(77/1899, Transformation of dialkyl-rhodamines into their ethvlic ethers.) ' Ivecent invastigastions have shown that these sulphonic ethers are likewise well adapted to replace the hydrogen of the phenolhydroxyl within .the inorphia 15 by alcoholic radicals, provided alkaline solutions be employed in coiihrmity with the German Patent Ao. lO^OOI, referred to above and supplementary patents. (lodeine results even at the ordinary temperature whenever benzolesulphonic methylether reacts on the sodiumsalt of ntorphiiie. The reaction may be accele¬ rated by gentle heating, by which the formation of the ether is completed 20 within an extremely short period. Similarly, morphia ethylether is formed, when benzolsulphonic ethylelhcr is employed. Gn the other hand, other sulphonic ethers, for instance, a = or 8 ~ iiaphtlialene-sulphonic ethers, toluole * or chlorosulphonic efhers and the like may be substituted for the benzolesulphonic ethers and the siodiumsalt of morphine •j5 may be replaced by the corresponding morphia compounds of the other metallic alkalies and alkaline earths. Example. Dissolve loo parks of sodiumsalt of morphine in 900 parts of methylic alcohol and add 00 parts of benzolesulphonic methyletln'r, stand the mixture away tor •jQ some time, or accelerate the reaction by shaking, stirring and careful heating. Codeine and any traces of morphia which may have escaped etherification may be extracted from the resulting product of the reaction in the usual manner. Dated this 9th -day of Aug. 1901. FKEDK. BOEHM. M & COMPLETE SPECIFICATION. An Improved Process for Preparing Alkylethers of Morphine. Frederick hereby declare BoEiiSt, Cheliiical AgenE 10, .Jewry Street, London^ E.C. do the nature of this invention and in what manner the saipc is to be \^Price