Ammonium Chloride → HCID 69047851, compound

Participants

Reaction Steps

After a solution of 3-fluoro-2-hydroxybenzaldehyde (600 mg, 4.28 mmol) in THF (10 ml) was cooled to 0° C., a solution of vinyl magnesium chloride in THF (1.9M, 5.42 ml, 10.3 mmol) was added thereto over 5 minutes. The mixture was gradually warmed to room temperature and stirred at room temperature overnight. The mixture was cooled to 0° C. and a saturated aqueous ammonium chloride solution was added thereto at 0° C. The mixture was extracted with ethyl acetate. The organic layer was combined and successively washed with water and a saturated aqueous NaCl solution, followed by drying with anhydrous sodium sulfate. The solid was removed by filtration and the filtrate was concentrated to obtain 772 mg of 2-fluoro-6-(1-hydroxy-2-propenyl)phenol as a pale yellow oil.

Provenance & Evidence