a-p-Hydroxy-m-methoxyphenylethylamine and the resolution of a-p-Hydroxyphenylethylamine / by Charles W. Moore.
- Moore, Charles W.
- Date:
- [1911?]
Licence: In copyright
Credit: a-p-Hydroxy-m-methoxyphenylethylamine and the resolution of a-p-Hydroxyphenylethylamine / by Charles W. Moore. Source: Wellcome Collection.
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![0*4338, made up to 20 c.c. with water, gave aD -f 0°42*7/ in a 2-dcm. tube, whence [a]D + 16*4°; [M]D + 60*5°. The molecular rotation of d-camphorsulphonic acid is [M]D +51°, whence the basic ion has [a]D + 6*9°. The d-dibenzoyl derivative, prepared by the Schotten-Baumann method, crystallised from alcohol in long needles, melting at 205°. After recrystallising from ethyl acetate, the melting point was constant at 210°: 0-1460 gave 0*4104 C02 and 0*0745 H20. C = 76*6; H = 5*6. C22H19O3N requires C = 76*5; H = 5*5 per cent. A determination of its specific rotatory power gave the following result: 0'3348, made up to 20 c.c. with chloroform, gave aD +0°37/ in a 2-dcm. tube, whence [a]D + 18*4°. d-a-'p-Hydroxy-l^-benzoylphenylethylam'ine was formed on heating the dibenzoyl derivative with a 10 per cent, solution of alcoholic potassium hydroxide. It crystallises from dilute methyl alcohol in glistening needles, containing 1*5 molecules of water of crys¬ tallisation. The anhydrous substance melts at 144°: 0'2850 (air dried), on heating at 110°, lost 0*0275 H20. H20 = 9*6. 0-1410 * gave 0*3880 C02 and 0*0796 H20. C = 75*0; H = 6*2. C15H1502N,1*5H20 requires H2O = 10*0 per cent. C15H1502N requires C = 74*8; H = 6*2 per cent. A determination of its specific rotatory power gave the following result: 0*1494,* made up to 20 c.c. with chloroform, gave aD + 0°49/ in a 2-dcm. tube, whence [a]D +54*6°. In conclusion, the author wishes to express his thanks to Mr. Frank Tutin for suggesting this investigation. The Wellcome Chemical Research Laboratories, London, E.C. * Anhydrous substance. , K.C., AND BUNGAY, SUFFOLK. Ft. CT.AY AND HONS, LTD., DREAD ST. FULL](https://iiif.wellcomecollection.org/image/b30618216_0008.jp2/full/800%2C/0/default.jpg)
