Benzyl Alcohol → HCID 67215591, compound

Participants

Reaction Steps

3,3,3-Trifluoropropanoic acid (5 g) in dry THF (50 mL) was treated with N,N-carbonyldiimidazole (7.6 g) and the mixture was stirred at room temperature for 6 h. 2,2-Dimethyl-1,3-dioxane-4,6-dione (5.63 g) and triethylamine (5.4 mL) were added and the mixture was stirred at room temperature for 18 h. Aqueous potassium hydrogen sulphate solution (10% w/v) was added and the mixture was extracted with diethyl ether. The organic layer was separated and washed with water, then brine and dried over sodium sulphate and filtered. The solvent was concentrated in vacuo to yield a pale yellow solid. Toluene was added, followed by benzyl alcohol. The mixture was heated at 80° C. for 6 h and was then concentrated in vacuo. Purification by flash chromatography (eluent 5:95 ethyl acetate/isohexane) yielded the title compound as a beige solid (3.1 g).

Provenance & Evidence