Hydrochloric Acid → 7-Methoxy-2-methylbenzofuran

Participants

Reaction Conditions

Reaction Steps

To a well stirred solution of 1-methoxy-2-(2-propenyloxy)benzene (118.0 g, 0.728 moles) in N,N-diethyl aniline (1.0 L) was added cesium fluoride (134 g, 0.874 mmoles) and the mixture was heated to 215-220° C. for 4-5 hours. Reaction mixture was cooled to room temperature and 10% aqueous HCl solution (3.0 lit) was added followed by addition of ethyl acetate (2.0 L). The mixture was the filtered through Celite bed. The organic layer was separated and washed with water (2×1.0 L) and dried over anhydrous sodium sulfate. Removal of solvent under vacuo gave crude product (72.0 g) as dark brown oil. It was then purified through silica gel column using petroleum ether: ethyl acetate (9:1) as an eluent to afford the product as pale yellow oil (4.6 g).

Provenance & Evidence