Hydrogen Bromide → 1-(Bromomethyl)-4-ethylbenzene
Reaction equation
[BrH:1].[CH2:2]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]O)=[CH:6][CH:5]=1)[CH3:3].O>CC(O)=O>[CH2:2]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][Br:1])=[CH:6][CH:5]=1)[CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
35 ml of a 33% solution of HBr in AcOH are cooled to 0° C., 5 g of 4-ethylbenzyl alcohol are added dropwise and the reaction mixture is stirred for 30 minutes at 0° C. and then overnight at RT. It is poured into 200 ml of iced water, the mixture is extracted with AcOEt, the organic phase is washed with saturated aqueous NaHCO3 solution and with saturated NaCl solution, dried over Na2SO4 and the solvent is evaporated off under vacuum to give 5.6 g of the expected product.
Workup
- customovernight
- customat RT
- extractionthe mixture is extracted with AcOEt
- washthe organic phase is washed with saturated aqueous NaHCO3 solution and with saturated NaCl solution
- dry with materialdried over Na2SO4
- customthe solvent is evaporated off under vacuum
Sources & evidence
- ORD record
- ord-5df20a6eb1134741993eba5d0b72ce36
- Source dataset
- uspto-grants-1999_07
- Patent number
- US05925768
Reaction notes
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