Y. Kawase, S. Hori
Nov 1, 1970
Citations
0
Influential Citations
4
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The acetylation of bz-chloro- and bz-bromo-2,3-dimethylbenzofurans with acetyl chloride and aluminum chloride in carbon disulfide at room temperature was studied; it was found that the acetylation occurred at the 6- or 4-position, which is activated by the furan ring, regardless of whether the halogen atom is at the o-, the m-, or the p-position. In the cases of 7-halo compounds, diacetylation occurred to give the 4,6-diacetyl compounds, and the migration of the bromine atom of 6-acetyl-5-bromo-2,3-dimethylbenzofuran and of the methyl ester of the corresponding carboxylic acid occurred, as a result of the action of aluminum bromide in carbon disulfide at room temperature, to give the 4-bromo compounds. The haloketones thus obtained were then converted to the corresponding carboxylic acids by the bromoform reaction.