反应详情

温度

150 °C

A mixture of (2,4-bis-benzyloxy-5-bromo-phenyl)-(1,3-dihydro-isoindol-2-yl)-methanone (491 mg, 0.95 mmol), sodium trifluoroacetate (649 mg, 4.8 mmol) and copper (I) iodide (364 mg, 1.91 mmol) were dried under vacuum (0.04 mbar) for 6 hours. The flask was flushed with nitrogen, DMF (5 mL) was added and the mixture heated at 150° C. for 17 hours. After cooling to r.t., the mixture was diluted with DCM (100 mL) and filtered through Celite, rinsing with DCM. The filtrate was concentrated to dryness and the residue was partially purified by flash chromatography on silica (ethyl acetate/petrol gradient, 0-20%). The purest fraction was recrystallised from methanol to afford the title compound as a white solid (140 mg, 29%). 1H NMR (methanol-d4) 7.60 (1H, s), 7.48-7.44 (2H, m), 7.40 (2H, t), 7.37-7.21 (m, 9H), 7.17 (1H, d), 7.02 (1H, s), 5.29 (2H, s), 5.24 (2H, s), 4.88 (2H, s), 4.62 (2H, s). MS: [M+H]+ 504.

1. customwere dried under vacuum (0.04 mbar) for 6 hours
2. customThe flask was flushed with nitrogen, DMF (5 mL)
3. additionwas added
4. temperatureAfter cooling to r.t.
5. additionthe mixture was diluted with DCM (100 mL)
6. filtrationfiltered through Celite
7. washrinsing with DCM
8. concentrationThe filtrate was concentrated to dryness
9. customthe residue was partially purified by flash chromatography on silica (ethyl acetate/petrol gradient, 0-20%)
10. customThe purest fraction was recrystallised from methanol