Water → HCID 57304004, compound

Participants

Reaction Steps

To a solution of 3-butoxy-4-(methoxymethyl) oxybromobenzene (910 mg, 2.97 mmol) in tetrahydrofuran (15 ml) chilled at -72° C. was dropwise added n-butyllithium (2.22 ml, 3.56 mmol, 1.6M hexane solution) under nitrogen atmosphere, and 20 minutes later dimethylformamide (0.28 ml, 3.62 mmol) was added to the mixture, which was stirred for 30 minutes at the same temperature. The reaction mixture was mixed with water, and the product was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated. The residue was chromatographed on a column of silica gel to give 3-butoxy-4-(methoxymethyl) oxybenzaldehyde (556 mg, 84%).

Provenance & Evidence