反应详情

To a solution of 1-(4-bromophenyl)cyclobutanecarbonitrile (1.0 g, 4.2 mmol) in EtOH (28 mL) and water (2 mL) was added KOH (2.1 g, 42 mmol). The reaction mixture was heated to reflux for 16 hours. The reaction was then quenched with 1M hydrochloric acid in order to adjust pH to 7. The organic solvents were removed in vacuo to give a residue, which was dissolved in ethyl acetate (40 mL), then washed with brine (3×10 mL). The organic phase was concentrated in vacuo, and the resulting oil was purified by flash chromatography on silica gel (petroleum ether/ethyl acetate=8:1) to give 1-(4-bromophenyl)cyclobutanecarboxylic acid (0.8 g, 79% yield) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 7.47 (d, 2 H), 7.19 (d, 2 H), 2.70-2.63 (m, 2 H), 2.33-2.26 (m, 2 H), 1.89-1.87 (m, 1 H), 1.75-1.71 (m, 1 H).

1. temperatureThe reaction mixture was heated
2. temperatureto reflux for 16 hours
3. customThe reaction was then quenched with 1M hydrochloric acid in order
4. customThe organic solvents were removed in vacuo
5. customto give a residue, which
6. washwashed with brine (3×10 mL)
7. concentrationThe organic phase was concentrated in vacuo
8. customthe resulting oil was purified by flash chromatography on silica gel (petroleum ether/ethyl acetate=8:1)