Methyl iodide → Methyl (furan-2-yl)(oxo)acetate

Participants

Reaction Steps

Methyl iodide (3.34 ml) was added to a stirred mixture of potassium carbonate (7.4 g) and furan α-oxoacetic acid (5 g) (Fluka) in dimethylformamide (70 ml). The mixture was stirred for 3 days and then partitioned between ethyl acetate and water. The organic phase was washed three times with water, then brine, dried over magnesium sulphate and evaporated. The product (2.1 g) was isolated by column chromatography using gradient elution (Kieselgel:3:1 going to 1:1 hexane:ethyl acetate. δH (250 MHz, CDCl3), 3.96 (3H, s), 6.62-6.65 (1H, m), 7.75-7.78 (2H, m).

Provenance & Evidence