Ammonium Hydroxide → 2-(2-Chloro-4-hydroxyphenyl)acetic acid
Reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8]C)[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=[O:12].[OH-].[NH4+]>Br>[Cl:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[CH2:10][C:11]([OH:13])=[O:12]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 1.6 g (8 mmol) of (2-chloro-4-methoxyphenyl)acetic acid, prepared according to Preparation 3, in 13 ml of hydrobromic acid (in 48% aqueous solution) is refluxed for two hours. After cooling, ammonium hydroxide is added until the pH is basic, and the mixture is extracted with methylene chloride. The water is evaporated from the aqueous phase and the residue is washed several times with ethanol to give the title compound.
Workup
- temperatureis refluxed for two hours
- temperatureAfter cooling
- extractionthe mixture is extracted with methylene chloride
- customThe water is evaporated from the aqueous phase
- washthe residue is washed several times with ethanol
Sources & evidence
- ORD record
- ord-aa6990d284b14c799dc46af6932b3928
- Source dataset
- uspto-grants-1999_11
- Patent number
- US05981754
Reaction notes
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