2-Phenylbutyric Acid → HCID 53887073, compound

Participants

Reaction Steps

To a flask containing 2-phenylbutyric acid (4.93 g, 30 mmol) in 40 mL of CH2Cl2 at 0° C. was added dicyclohexylcarbodiimide (6.19 g, 30 mmol) in 30 mL of CH2Cl2. Solid 4-methylmercaptophenol (4.21 g, 30 mmol) was added and the suspension stirred at room temperature overnight. The precipitated urea was filtered, the filtrate evaporated and the residue chromatographed on silica gel (CH2Cl2)to give 4-(methylmercapto)phenyl 2-phenylbutyrate (6.23 g, 73%) as a light yellow oil which was crystallized from EtOH to give white crystals (mp 28.0°-28.5° C.). 1H NMR (CDCl3) δ0.98 (t, 3H, J=7.3 Hz), 1.89 (m, 1H), 2.22 (m, 1H), 3.68 (t, 1H, J=7.6 Hz), 6.92 (d, 2H, J=8.6 Hz), 7.22 (d, 2H, J= 8.6 Hz), 7.30-7.45 (m, 5H, ArH).

Provenance & Evidence