Hydrochloric Acid → HCID 19384469, compound

Participants

Reaction Steps

A solution of 5-[[9-[(4-fluorophenyl)methyl]-1,2,3,4-tetrahydro-9H-dibenzo[b,d]pyrrol-6-yl]oxy]-2-furancarboxylic acid methyl ester (2.1 g) from Example 123 in tetrahydrofuran (20 mL) and methanol (10 mL) was treated with 1N sodium hydroxide solution (6 mL) and refluxed for 90 minutes. The reaction mixture was diluted with water, treated with excess 2N hydrochloric acid (4 mL) and the product extracted with dichloromethane. The organic layer was washed with water, dried over anhydrous sodium sulfate, evaporated in vacuo, and crystallized from dichloromethane-hexane to provide 1.7 g (84%) of 5-[[9-[(4-fluorophenyl)methyl]-1,2,3,4-tetrahydro-9H-dibenzo[b,d]pyrrol-6-yl]oxy]-2-furancarboxylic acid as a colorless crystalline material, mp at 161° C. with decomposition.

Provenance & Evidence