@article{GuesmiKraimAlatracheetal.2022,
  author    = {Guesmi, H. and Kraim, J. Ben and Alatrache, A. and Holzgrabe, U.},
  title     = {Hydrogen-deuterium (H/D) exchange reaction of acebutolol hydrochloride in D\(_{2}\)O and CD\(_{3}\)OD solution},
  series = {Die Pharmazie},
  volume    = {77},
  journal   = {Die Pharmazie},
  number    = {7},
  issn      = {0031-7144},
  doi       = {10.1691/ph.2022.2419},
  url       = {http://nbn-resolving.de/urn:nbn:de:bvb:20-opus-300833},
  pages     = {217 -- 223},
  year      = {2022},
  abstract  = {H/D exchange reactions can be observed by NMR spectroscopy of acebutolol (ACE). The results obtained showed deuterium incorporation at α-posi t ion of the carbonyl group of acebutolol, when using deuterium oxide or deuterated methanol as deuterium source and solvent. The spontaneous deuteration is proceeded by the following pathway CH\(_{3}\)→CH\(_{2}\)D→CHD→CD\(_{2}\), through a keto-enol tautomerization reaction. Furthermore, LC-MS / QTOF analyses have confirmed the proposed H/D exchange. In order to reduce the time of total deuteration observed at the acetyl group alkaline catalysts were employed.},
  language  = {en}
}