54031-59-3Relevant academic research and scientific papers
A New Synthesis of 3-Methylchromanones from 2-Hydroxypropiophenones
Jain, Amolak C.,Tyagi, Om D.,Saksena, Rene (nee Shrivastava)
, p. 15 - 20 (2007/10/02)
The reaction of 2-hydroxy-3,4-dimethoxypropiophenone (1b) with ethoxymethyl chloride in the presence of K2CO3 and acetone yields only α-hydroxymethyl derivative (3b), whereas 2-hydroxy-4-methoxypropiophenone (1a) gives 3a and the coupled product 2.Similarly 2,4-dihydroxypropiophenone (5) and 2,3,4-trihydroxypropiophenone (1a) yield the α-hydroxymethyl derivatives (7 and 14) and the coupled products (8 and 13).However, 2-hydroxy-4,6-dimethoxypropiophenone (18) affords only the coupled product (19).Compounds 3a, b on reaction with 2percent aq. ethanolic sodium carbonate give the corresponding 3-methylchromanones (4a and 4b).A similar reaction of 7 and 14 eventually affords the corresponding chromanone (10 and 17) in overall 10percent yields.
