Acetic Acid → [4-(2-Bromoethyl)phenyl]acetic acid
Reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7](CC#N)=[CH:6][CH:5]=1.[C:13]([OH:16])(=[O:15])[CH3:14]>Br>[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:14][C:13]([OH:16])=[O:15])=[CH:6][CH:5]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of [4-(2-bromoethyl)phenyl]acetonitrile (56.0 g., 0.25 mole) in 48% hydrobromic acid (200 ml.) and acetic acid (600 ml.) is boiled under reflux for 4 hours. The solution is reduced to one-third volume by distillation at reduced pressure. The residue is diluted with 400 ml. of water to force out the oily product which is taken up in ether, washed with water, and dried over sodium sulfate. Evaporation of the solvent leaves the title compound as a residual oil.
Workup
- temperatureunder reflux for 4 hours
- distillationThe solution is reduced to one-third volume by distillation at reduced pressure
- additionThe residue is diluted with 400 ml
- washwashed with water
- dry with materialdried over sodium sulfate
- customEvaporation of the solvent
Sources & evidence
- ORD record
- ord-0ba67f43bb54494f822f54116dafa631
- Source dataset
- uspto-grants-1979_02
- Patent number
- US04140861
Reaction notes
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