反应详情

Methyl (4S)-4-(3-cyclopentyloxy-4-methoxyphenyl)-2-pyrrolidone-1-acetate (250 mg, 0.72 mmol) was treated with 8 mL of a 1M solution of potassium hydroxide in 95% methanol. After 10 hours, the reaction solution was acidified with 2N HCl to pH 3, and 30 mL of water was added. The resulting mixture was then extracted with ethyl acetate (2×60 mL) and the organic layer was concentrated. Chromatographic purification (methanol/dichloromethane 5:100) afforded 242 mg (quantitative yield) of 4-(3-cyclopentyloxy-4-methoxyphenyl)-2-pyrrolidone-1-acetic acid: 1H NMR (300 MHz, CDCl3) δ 6.85-73 (m, 3H), 4.84-4.74 (m, 1H), 4.20 (d, J=12.0 Hz, 1H), 4.12 (d, J=12.0, 1H), 3.82 (s, 4H), 3.66-3.46 (m, 2H), 2.89 (dd, J=16.8, 8.7 Hz, 1H), 2.58 (dd, J=16.8, 8.4 Hz, 1H), 2.00-1.72 (b, 6H), 1.70-1.50 (b, 2H).

1. additionwas added
2. extractionThe resulting mixture was then extracted with ethyl acetate (2×60 mL)
3. concentrationthe organic layer was concentrated
4. customChromatographic purification (methanol/dichloromethane 5:100)