Dimethylformamide → 2,3-Dihydrobenzofuran-5-carboxaldehyde

Participants

Reaction Conditions

Reaction Steps

Phosphorous oxychloride (255.58 g, 1.666 mol) was slowly added to a solution of DMF (355.0 ml) and 2,3-dihydrobenzofuran (100 g, 0.833 mol) maintaining the temperature 80-85° C. The reaction mixture was stirred for 4-5 hr and the reaction progress monitored by HPLC. The reaction mixture was then poured into ice water and extracted with toluene (2000 ml). The organic layer was washed with 5% sodium bicarbonate solution (500 ml) and then 10% brine solution (500 ml). The organic layer was distilled off under vacuum at 50-60° C. A liquid product was isolated. Yield: 85-90%, Purity: 90-92%

Provenance & Evidence