Phosphorus tribromide → 4-Methoxy-2-(trifluoromethyl)benzyl bromide
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9]O)=[C:5]([C:11]([F:14])([F:13])[F:12])[CH:4]=1.P(Br)(Br)[Br:16]>C(Cl)Cl>[Br:16][CH2:9][C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[C:11]([F:14])([F:13])[F:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A solution of (4-methoxy-2-trifluoromethyl-phenyl)-methanol (1.04 g, 5 mmol) in DCM (20 mL) was treated at 0° C. with phosphorous tribromide (1.64 g, 6 mmol). The reaction mixture was stirred for 10 minutes at 0° C., 1 h at room temperature. The solvent was evaporated in vacuo to yield a crude oil which was purified via flash chromatography (10% DCM in hexane) to yield the title compound as an oil (1.36 g, 100%).
Workup
- customThe solvent was evaporated in vacuo
- customto yield a crude oil which
- customwas purified via flash chromatography (10% DCM in hexane)
Sources & evidence
- ORD record
- ord-4f281feafc6e4699bd96c39ac9e5445b
- Source dataset
- uspto-grants-2013_04
- Patent number
- US08426604B2
Reaction notes
Loading…