Triethylamine → HCID 11746279, compound

Participants

Reaction Steps

In a 100 ml flask, equipped with a magnetic stirrer, 5.0 g of L-(−)-menthol and 3.51 g of methacryloyl chloride were added to a solution of 6.67 ml of triethylamine in 30 ml of dichloromethane at room temperature. The clear solution turned turbid after a few minutes (exothermic reaction). After 4 hours, the suspension was extracted with 25 ml of 0.5 N HCl, 25 ml of water, 25 ml of saturated aqueous NaHCO3 and 25 ml of brine to give a clear orange solution (after drying over Na2SO4). Concentrating at reduced pressure gave a light brown/orange oil, which was stored overnight at 4° C. Purification by column chromatography (eluens:ethyl acetate/heptane=1/4) gave 5.30 g (73.8%) of a colourless oil. 1H-NMR confirmed the expected structure.

Provenance & Evidence