反应详情

温度

140 °C

D6 (497 mg, 1.4 mmol) and KOH (1M aq soln., 5 mL) were combined in MeOH (5 mL) and heated to 140° C. for 1 h in a microwave reactor. The reaction mixture was diluted with MeOH (5 mL) and heated for 4 h 55 minutes at 130° C. in the microwave. The reaction mixture was concentrated to remove the MeOH and partitioned between DCM and water. The organic layer was dried and concentrated. The crude product was purified by chromatography. Elution with 0-100% Et2O/petroleum ether followed by a column flush with 10% (2M NH3 in MeOH) in DCM yielded the title compound as a yellow oil (233 mg). δH (CDCl3, 250 MHz) 6.96 (1H, d), 6.52 (1H, d), 6.46 (1H, dd), 4.17 (1H, br.s), 3.76 (1H, m), 3.57 (2H, br.s), 3.29 (2H, AB), 3.01 (1H, td), 2.70 (1H, m), 2.56 (1H, m), 2.29 (3H, s), 2.10 (1H, dd), 1.90 (1H, td), 1.45 (9H, s), 1.18 (3H, d). MS (ES+): MNa+ 342.3, no molecular ion (MH+) observed.

1. temperatureheated for 4 h 55 minutes at 130° C. in the microwave
2. concentrationThe reaction mixture was concentrated
3. customto remove the MeOH
4. custompartitioned between DCM and water
5. customThe organic layer was dried
6. concentrationconcentrated
7. customThe crude product was purified by chromatography
8. washElution with 0-100% Et2O/petroleum ether
9. customflush with 10% (2M NH3 in MeOH) in DCM