反应详情

温度

0 °C

Trifluoromethanesulfonic anhydride (4.0 mL) is added dropwise to a solution of 4-bromo-5-hydroxy-indan-1-one (5.0 g) and 2,6-dimethylpyridine (5.1 mL) in dichloromethane (50 mL) cooled to 0° C. The cooling bath is removed and the mixture is stirred for 2 h at room temperature. The solution is partitioned between saturated aqueous NH4Cl solution and dichloromethane. The organic phase is separated, washed with brine, dried (MgSO4), and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→50:50) to give the title compound. LC (method 2): tR=1.08 min; Mass spectrum (ESI+): m/z=359/361 (Br) [M+H]+.

1. customThe cooling bath is removed
2. customThe solution is partitioned between saturated aqueous NH4Cl solution and dichloromethane
3. customThe organic phase is separated
4. washwashed with brine
5. dry with materialdried (MgSO4)
6. concentrationconcentrated
7. customThe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 99:1→50:50)