Triethylamine → HCID 58079329, compound

Participants

Reaction Conditions

Reaction Steps

A solution of trimethylacetyl chloride (55 mg, 0.457 mmol) in dichloromethane (2 ml) is added dropwise to a solution of 2-(2,4,6-trimethylphenyl)-5-(tetrahydrofuran-3-ylmethyl)-cyclohexane-1,3-dione (120 mg, 0.38 mmol) in dichloromethane (2 ml) and the mixture is cooled in an ice bath and stirred at 0° C. for 2 minutes. A solution of triethylamine (46 mgs, 0.457 mmol) in dichloromethane (1 ml) is added, and once the addition is complete the cooling bath is removed and the reaction mixture is stirred at room temperature for 2 hours. The mixture is diluted with dichloromethane (20 ml) and washed with saturated aqueous sodium bicarbonate solution (3×20 ml). The organic phase is dried over anhydrous magnesium sulfate, filtered and the filtrate is concentrated in vacuo. The residue is purified by column chromatography on silica gel to give 2,2-dimethylpropionic acid 3-oxo-5-(tetrahydrofuran-3-ylmethyl)-2-(2,4,6-trimethylphenyl)cyclohex-1-enyl ester as a white solid, m.p. 108-110° C.

Provenance & Evidence