The deuteration of acetanilides
β Scribed by Siow K. Chin; Robin Collier; David W. Hutchinson
- Publisher
- John Wiley and Sons
- Year
- 1982
- Tongue
- French
- Weight
- 198 KB
- Volume
- 19
- Category
- Article
- ISSN
- 0022-2135
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β¦ Synopsis
Abstract
The baseβcatalysed exchange of a proton of the methyl groups in acetanilides can be used to incorporate deuterium into these amides. 4β²βHydroxyβ2[^2^H]acetanilide (acetaminophen, paracetamol) can be prepared by the demethylation with boron tribromide of 4β²βmethoxyβ2[^2^H]acetamide obtained by this baseβcatalysed exchange.
π SIMILAR VOLUMES
Deuterium exchange labelling using [Ir(COD)(Cy3P)(Py)]PFg as catalyst and deuterium gas was studied on a number of substituted acetanilides. In most cases products containing deuterium ortlio to the anilide group were obtained with a high degree of enrichment. With one exception no evidence for niet
Stepwise deuteration of the acidic methylene group of lidocaine (&) on a large scale using a moderate excess of 2H20 in triethylamine/pyridine at 200' is described (Table 1). The efficient and economical preparation of bideuterated lidocaine (2) facilitates the use of this compound as an excellent