Bromotrimethylsilane → 1,5-Dibromo-2,3-dihydro-1H-indene
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:7](O)[CH2:6][CH2:5]2.[Br:12][Si](C)(C)C>C(Cl)(Cl)Cl>[Br:12][CH:7]1[C:8]2[C:4](=[CH:3][C:2]([Br:1])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The compound obtained in Step A (70.19 mmol) is brought into solution in 420 ml of CHCl3, and bromotrimethylsilane (13.90 ml, 105.28 mmol, 1.5 eq.) is added at room temperature. The reaction mixture is stirred overnight at room temperature. The solvent and excess bromotrimethylsilane are removed by evaporation under reduced pressure. The oil is taken up in 150 ml of CHCl3, washed with 2×80 ml of water and 3×100 ml of saturated NaCl and dried over Na2SO4. The organic phase is then concentrated under reduced pressure to yield the title compound in the form of a brown oil.