Phosphorus tribromide → 1-(1-Bromoethyl)-3-fluorobenzene
Reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8](O)[CH3:9])[CH:5]=[CH:6][CH:7]=1.P(Br)(Br)[Br:12]>C(Cl)(Cl)(Cl)Cl.ClCCl>[F:1][C:2]1[CH:3]=[C:4]([CH:8]([Br:12])[CH3:9])[CH:5]=[CH:6][CH:7]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
Dissolve (±)-1-(3-fluorophenyl)ethanol (250 mg, 1.786 mmol) in carbon tetrachloride (10 mL). Add phosphorus tribromide (0.1 mL, 1.786 mmol) at 0° C. and stir the solution at room temperature overnight. Dilute the reaction mixture with dichloromethane and wash with brine. Dry the organic phase over Na2SO4, filter and concentrate in vacuo to obtain the title compound (285 mg) that was used without any further purification.
Workup
- washwash with brine
- dry with materialDry the organic phase over Na2SO4
- filtrationfilter
- concentrationconcentrate in vacuo
Sources & evidence
- ORD record
- ord-f43f956977824dc49eca3a66313973de
- Source dataset
- uspto-grants-2011_09
- Patent number
- US08022062B2
Reaction notes
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