Boric Acid → Methyl 2-(1-methyl-3-indolyl)-6-benzoxazolylacetate

Participants

Reaction Steps

In xylene (20 mL), a mixture of 1-methyl-3-indolecarboxylic acid (1.00 g, 5.71 mmol), methyl 4-amino-3-hydroxyphenylacetate (1.03 g, 5.71 mmol) and boric acid (1.05 g, 17.1 mmol) was heated and refluxed for 24 hours by using a Dean-Stark trap. After the reaction mixture was cooled down to room temperature, the solvent was distilled off under reduced pressure. The residue was purified by chromatography on a silica gel column, whereby from chloroform-ethyl acetate (4:1, v/v) eluate fractions, methyl 2-(1-methyl-3-indolyl)-6-benzoxazolylacetate (0.20 g, 11%) was obtained as a yellow oil.

Provenance & Evidence