反应详情

To a flame-dried round-bottom flask containing ether (50 mL) and CH2Cl2 (150 mL) was added 6 (900 mg, 5.0 mmol) and Pd(OAc)2 (5.80 mg) at 0° C. To this flask was added the freshly prepared diazomethane solution through a cannula, and then the reaction solution was slowly warmed to room temperature over a period of 30 min and allowed to stir at room temperature for an additional 2 h. The reaction mixture was washed with H2O (150 mL) and brine (150 mL) and dried over NaSO4. The solvent was removed by rotary evaporation to yield 7 as a colorless oil (965 mg, 5.0 mmol, 100%): 1H NMR (500 MHz, CDCl3) δ 1.30-1.35 (ddd, J=5.0, 7.0, 8.5 Hz, 1H), 1.60-1.66 (dt, J=5.0, 10.0 Hz, 1H), 1.90-1.94 (ddd, J=4.0, 5.0, 8.5 Hz, 1H), 2.51-2.54 (dt, J=2.5, 5.5 Hz, 1H), 3.74 (s, 3H), 6.70-6.80 (td, J=2.0, 10.0 Hz, 1H), 6.90-6.95 (m, 2H), 7.23-7.28 (m, 1H); 13C NMR (125 MHz, CDCl3) δ 17.4, 24.4, 26.1, 52.3, 113.2, 113.4, 113.6, 113.8, 122.2, 130.1, 130.2, 142.9, 143.0, 164.2, 173.8; LCQ-MS (M+H+) calcd for C11H12FO2 195. found 195.

1. washThe reaction mixture was washed with H2O (150 mL) and brine (150 mL)
2. dry with materialdried over NaSO4
3. customThe solvent was removed by rotary evaporation