Water → HCID 14128050, compound

Participants

Reaction Steps

A portion (5.5 g) of the 7,8-dihydro-3-phenylfuro[2,3-g]-1,2-benzisoxazole-7-methanol prepared in Example 1 was dissolved in 200 ml of acetone. To the stirred solution, a mixture of chromium (VI) oxide (10 g), water (20 ml) and concentrated sulfuric acid (16 g) was added dropwise over time, and the solution was left to stand overnight. The insolubles were filtered off by suction. After distilling off the acetone, water was added to the residue and the mixture was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried, followed by distilling off the solvent. The residue was recrystallized with acetonitrile to yield 2.5 g of 7,8-dihydro-3-phenylfuro[2,3-g]-1,2-benzisoxazole-7-carboxlic acid. m.p. 219°-220° C. This compound exhibited a mass spectrum having a molecular ion peak at m/e 281.

Provenance & Evidence