Water → HCID 67460602, compound

Participants

Reaction Steps

In a nitrogen stream, an n-butyllithium hexane solution (2.6 M, 3.5 mL) was added dropwise to a solution of 1-benzyloxy-2-bromobenzene (2.2 g, 8.3 mmol) in THF (83 mL) at −78° C. and the mixture was stirred at the same temperature for 30 minutes. To this solution, a solution of 4-cyclopropylbenzaldehyde (1.1 g, 6.9 mmol) in THF (280 mL) was added dropwise at −78° C. The reaction mixture was stirred at the same temperature for one hour. Water 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 (1:5)] to obtain the title compound (1.7 g, 75%).

Provenance & Evidence