反应详情

Compound 83 (118 mg, 0.308 mmol) was dissolved in anhydrous 1M HCl/methanol (10 mL) in a dry argon purged flask, refluxed for 1 hour, concentrated under reduced pressure to yield a shiny brown solid, 84 (125 mg, 100%) as a 5:1 or 1:5 mixture of endo/exo stereoisomers. 1H NMR (major isomer-DMSO-d6) δ 1.85-1.96 (m, 2H), 2.15-2.26 (m, 2H), 2.31-2.40 (m, 2H), 2.66 (d, 3H, J=4.9 Hz), 2.76-2.93 (m, 2H), 3.87-3.96 (m, 2H), 4.99-5.11 (m, 1H), 6.49 (d, 1H, J=3.4 Hz), 7.24-7.34 (m, 1H), 7.49 (d, 1H, J=8.8 Hz), 7.76 (d, 1H, J=1.6 Hz), 7.79 (d, 1H, J=2.9 Hz); ESI-MS (m/z, %): 319/321 (MH+, 100%).

1. temperaturerefluxed for 1 hour
2. concentrationconcentrated under reduced pressure