[On a novel Fomocaine synthesis/10th communication: on syntheses of new compounds with local anaesthetic activity (author's transl)].
4-[3-(4-phenoxymethyl-phenyl)-propyl]-morpholine (fomocaine, Erbocain) is a very active topical local anaesthetic with low toxicity. A new synthesis starting from 4-phenoxy-methyl-benzonitrile, via a modified Willgerodt-Kindler reaction, is reported. The yield is of the same order as with the known technical process starting from 3-phenylpropanol. The distinct advantage of the new procedure is the avoidance of the C-chloromethylation of 3-phenylpropylchloride during which process the o-chloromethyl derivative is also formed, and this cannot be separated by fractional distillation.
D055598:Chemical Phenomena; D002621:Chemistry; D002849:Chromatography, Gas; D007202:Indicators and Reagents; D007536:Isomerism; D008745:Methylation; D010647:Phenyl Ethers / Q000138:chemical synthesis*
D007202:Indicators and Reagents; D010647:Phenyl Ethers
Uber eine neue Fomocain-Synthese. 10. Mitt.: Uber Synthesen neuer Verbindungen mit lokalanästhetischer Wirkung.