- Aromatic Benzhydrylation: Part VII - Synthesis of Benzhydrylated 2,4,6-Trihydroxypropiophenones and 5,7-Dihydroxy-2,3-dimethylchromones
-
2,4,6-Trihydroxypropiophenone (1) reacts with diphenylcarbinol in the presence of BF3.Et2O to give 3,5-bisdiphenylmethyl (2a) and 3-diphenylmethyl (3a) derivatives which on heating with acetic anhydride and sodium acetate followed by hydrolysis afford the corresponding 5,7-dihydroxychromones (4b and 5b respectively).In order to locate the position of diphenylmethyl group in 5b, 2,3-dimethyl-5,7-dihydroxychromone (6) has directly been benzhydrylated to give a mixture of 4b, 5b and its isomer 7b.Comparison of the chemical shifts for 5b and 7b and their acetates leads to the assigned structures.
- Jain, A. C.,Bambah, P. K.,Misra, S. K.
-
p. 478 - 480
(2007/10/02)
-