Sodium Hydroxide → HCID 14579738, compound

Participants

Reaction Steps

To a solution of 2-carboethoxy-3-methyl-4-hydroxy-5-propyl-7-fluorobenzofuran (1.0 gm, 3.6 mmoles) in methanol (100 mL) was added 2N sodium hydroxide (10 mL) and the resulting solution was refluxed for a period of 4.5 hours. The reaction mixture was concentrated in vacuo. The residue was acidified with 3N hydrochloric acid and then extracted with ethylacetate. The organic phase was dried (Na2SO4), concentrated in vacuo, and 3-methyl-4-hydroxy-5-propyl-7-fluorobenzofurancarboxylic acid (0.79 gm; 88%) was isolated by filtering the solid after suspending in hexane.

Provenance & Evidence