Hydrochloric Acid → HCID 20549729, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 19.8 g (0.15 mol) of 5-ethyl-3-fluorodihydro-2(3H)-furanone dissolved in 500 ml of dry tetrahydrofuran was added at -70° C., 128 ml of a 1.4 M toluene solution of Dibal-H. The solution was stirred at -70° C. for one hour and then added cautiously to ice water. The resulting mixture was adjusted to pH~1 with 200 ml of 1 N hydrochloric acid and then extracted with methylene chloride. The solution was dried (MgSO4) and the solvent removed under reduced pressure to give 20 g of crude product. Distillation afforded 13.13 g of 5-ethyl-3-fluorotetrahydro-2-furanol: bp 45°-46° C. (0.1 mm Hg).

Provenance & Evidence