Uses
3,3-Dimethoxy-2-butanone may be used as starting reagent in the synthesis of 6-acety1-l,2-dihydro-2-oxo-3-pyridinecarboxylic acid. It may be used in the preparation of 4,4-dimethoxy-3-oxo-1-phenyl-1-pentene.
Synthesis
The general procedure for the synthesis of 3,3-dimethoxy-2-butanone from 2,3-butanedione and trimethyl orthoformate was as follows: 2,3-butanedione (47.3 g, 0.55 mol) was added to a reaction flask equipped with a stirrer, and a mixture of trimethyl orthoformate (64.13 g, 0.605 mol) and p-toluenesulfonic acid (0.19 g) was slowly added dropwise at 15 °C. The reaction temperature was maintained at 15 °C and the reaction was continuously stirred for 7 h to ensure complete reaction. After completion of the reaction, potassium carbonate (1 g) was added to neutralize the reaction mixture and stirring was continued for 1 hour. Subsequently, distillation was carried out under reduced pressure at 100 mmHg and the crude product was collected. For further purification, the crude product was subjected to secondary distillation at 90 °C and 200 mbar. The yield of the final product was 83%.
References
[1] Patent: CN107382687, 2017, A. Location in patent: Paragraph 0009; 0022-0033
[2] Journal of Organic Chemistry, 1995, vol. 60, # 25, p. 8204 - 8208
[3] Journal of Chemical Research, Miniprint, 1985, # 3, p. 925 - 945
[4] Tetrahedron, 2003, vol. 59, # 13, p. 2231 - 2239
