2-(4-Methoxyphenyl)butanoic acid → HCID 22918974, compound

Participants

Reaction Steps

Oxalyl chloride (12 mL of a 2.0M solution in CH2Cl2) was added under nitrogen to a solution of 2-(4'-methoxyphenyl)butyric acid (4.66 g, 24 mmol) in 25 mL of CH2Cl2 and stirred at room temperature overnight. The volatiles were removed under vacuum and the residue was distilled to afford 4.46 g (87%) of pure 2-(4'-methoxyphenyl)butyryl chloride. 1H NMR (CDCl3) δ0.919 (t, 3H, J=7.4 Hz), 1.78-1.92 (m, 1H), 2.13-2.27 (m, 1H), 3.81 (s, 3H), 3.83 (t, 1H, J=7.6 Hz), 6.91 (d, 2H, J=8.8 Hz), 7.21 (d, 2H, J=8.7 Hz); 13C NMR (CDCl3) δ11.43, 26.26, 55.14, 64.21, 114.50, 127.86, 129.65, 159.75, 175.48.

Provenance & Evidence