Tetrahydrofuran → HCID 67460494, compound

Participants

Reaction Steps

In a nitrogen stream, an n-butyllithium hexane solution (1.59 M, 8.7 mL) was added dropwise to a solution of 1-benzyloxy-2-bromobenzene (3.3 g, 12.64 mmol) in THF (126 mL) at −78° C. and the mixture solution was stirred at the same temperature for 15 minutes. To this solution, a solution of 4-trifluoromethoxybenzaldehyde (2.0 g, 10.52 mmol) in THF (42 mL) was added dropwise at −78° C. The reaction mixture was stirred at the same temperature for 40 minutes and at 0° C. for 45 minutes, and then a saturated ammonium chloride aqueous solution was added thereto and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated sodium chloride aqueous solution and dried (anhydrous magnesium sulfate), and then the solvent was distilled under reduced pressure. The obtained residue was purified by silica gel column chromatography [developing solution=ethyl acetate:n-hexane (1:10)] to obtain the title compound (3.03 g, 77%) as a colorless oil.

Provenance & Evidence