Ethyl Acetate → 4-Benzyloxy-5'-isopropyl-2'-methoxy-biphenyl-2-carbaldehyde

Participants

Reaction Conditions

Reaction Steps

5-Benzyloxy-2-bromo-benzaldehyde (1.0 g) is dissolved in 1,4-dioxane (30 ml) and thereto are added [1,1′-bis(diphenylphosphino)ferrocene]-dichloropalladium dichloromethane complex (280 mg), (5-isopropyl-2-methoxyphenyl)boronic acid (800 mg) and cesium carbonate (1.68 g) and the mixture is stirred under nitrogen atmosphere at 80° C. for 6 hours. The reaction mixture is cooled to room temperature, and thereto are added ethyl acetate and a saturated aqueous sodium bicarbonate solution, and the mixture is separated, and the organic layer is washed with a saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (hexane:ethyl acetate=9:1→4:1) to give 4-benzyloxy-5′-isopropyl-2′-methoxy-biphenyl-2-carbaldehyde (1.19 g). MS (m/z): 361 [M+H]+.

Provenance & Evidence