Tetrahydrofuran → N-(2-Fluorophenyl)formamide

Participants

Reaction Steps

A mixture of 25 g of 2-fluoronitrobenzene, 250 ml of tetrahydrofuran and 0.5 of a commercial palladium catalyst (5% on charcoal) was hydrogenated (50 psig hydrogen pressure) in a Parr shaker at room temperature. A mixture of the 2-fluoroaniline thus formed and a ten percent molar excess of formic acid in toluene was refluxed for 2 hours, water of reaction being removed as formed. The resulting mixture was distilled to 90°-95° C., 0.05 Torr. On cooling, the product crystallized to give N-(2-fluorophenyl)formamide (1B), as a solid, m.p.: 47°-48° C.

Provenance & Evidence