Dimethyl Sulfoxide → HCID 178482771, compound

Participants

Reaction Steps

285 mg (0,613 mMol) of trans-N-(4-chlorobenzene-sulphonyl)-N-methyl-4-[4-(2-hydroxypropyl)-methylaminomethylphenyl]cyclohexylamine are oxidised using the Pfitzner-Moffatt method (380 mg (1.94 mMol) of dicyclohexylcarbodiimide, 35 mg (0.3 mMol) of trifluoroaceticacid, 0.9 ml (12.8 mMol) of dimethylsulphoxide and 2 ml of benzene). 160 mg (56% of theory) of the title compound are obtained in the form of colourless crystals, melting point 98°-100° C. 1H-NMR spectrum (200 MHz, CDCl3); signals at ppm: 1.35 (m, 1H), 1.5-2.0 (m,9H), 2.15 (s,2H), 2.3 (s,2H), 2.4 (m, 1H) , 2.8 (s, 3H) , 3.15 (s,2H) , 3.55 (S, 2H) , 3.9 (m, 1H) , 7.1-7.7 (2q, 8H).

Provenance & Evidence