Hydrochloric Acid → HCID 16637649, compound

Participants

Reaction Steps

1.86 g (29.08 mmol) of n-butyllithium (2.5N in n-hexane) are added dropwise to 5.18 g (29.08 mmol) of 2-(4-fluorophenoxy)furan in 40 ml of absolute tetrahydro-furan at -75° C., and the mixture is stirred for 2.5 h. Then 6.14 g (50.51 mmol) of 2-chloro-N,N-dimethylacetamide in 30 ml of absolute tetrahydrofuran are added at -75° C. After 60 min, the mixture is poured into 200 ml of ice-water, neutralized at 0° C. with 2N hydrochloric acid and extracted 5× with 40 ml of ethyl acetate each time. The combined organic phases are washed 2× with 20 ml of water each time, dried over sodium sulphate and filtered, and the solvent is stripped off. The product is purified by column chromatography (360 g of silica gel 60; solvent: toluene) and recrystallized from diisopropyl ether.

Provenance & Evidence