Water → 6-Bromo-2,3-dihydro-1H-inden-5-ol
Reaction equation
[CH2:1]1[C:9]2[C:4](=[CH:5][C:6]([OH:10])=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.C1C(=O)N([Br:18])C(=O)C1.O>CN(C=O)C>[Br:18][C:7]1[CH:8]=[C:9]2[C:4]([CH2:3][CH2:2][CH2:1]2)=[CH:5][C:6]=1[OH:10]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 5-indanol (6.32 g, 47 mmol) in DMF (20 mL) is added NBS (8.38 g, 47 mmol) and the mixture is stirred at ambient temperature for 1 h. Water is added and the mixture is then extracted with EtOAc. The organic layer is washed with 1N HCl solution and brine, dried with NaSO4 and concentrated to give the title compound and it is used in the next step without purification.
Workup
- extractionthe mixture is then extracted with EtOAc
- washThe organic layer is washed with 1N HCl solution and brine
- dry with materialdried with NaSO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-80e32c6f877440b6b53e04d0a34f7e3b
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08119666B2
Reaction notes
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