Water → 5-Benzoyl-furan-2-carboxylic acid methyl ester

Participants

Reaction Steps

Anhydrous ferric chloride (0.42 g, 2.6 mmole) and benzoyl chloride (29.6 g, 0.21 mole), were dissolved in CCl4 (40 ml) and added dropwise over 10 min with methyl 2-furoate (25.2 g, 0.20 mmole). The reaction mixture was then heated under reflux for 36 hrs, and after cooling was added with water (120 ml). The mixture was stirred for 1 hr and then allowed to sit until it separated into two layers. The water layer and precipitate were extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The solvent of the filtrate was removed under a reduced pressure; the residue was recrystallized from isopropanol to afford 28.4 g 5-methoxycarbonyl-2-furyl phenyl ketone in a yield of 65.0%.

Provenance & Evidence