Potassium Hydroxide → HCID 22139421, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[SH:9].[OH-].[K+].I[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:19][C:20]([OH:22])=[O:21]>O.[Cu]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[S:9][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=1[CH2:19][C:20]([OH:22])=[O:21]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
2-Methoxythiophenol (2.8 g, 20 mmol) was added to a solution of potassium hydroxide (4.6 g, 80 mmol) in water (50 ml) and the mixture was degassed for 15 minutes. 2-Iodophenylacetic acid (5.24 g, 20 mmol) and copper bronze (64 mg, 1 mmol) were then added to the reaction mixture, which was refluxed overnight. The solution was cooled down, filtered and the precipitate washed with water (50 ml). The filtrate was acidified with conc HCl (pH 1), extracted with dichloromethane (3×100 ml). The organics were combined, extracted with saturated brine, dried over sodium sulphate and evaporated in vacuo to give the title compound as a pale brown oil which solidified overnight. The compound was used without any further purification (5.10 g, 93%).
Workup
- customthe mixture was degassed for 15 minutes
- temperaturewas refluxed overnight
- temperatureThe solution was cooled down
- filtrationfiltered
- washthe precipitate washed with water (50 ml)
- extractionextracted with dichloromethane (3×100 ml)
- extractionextracted with saturated brine
- dry with materialdried over sodium sulphate
- customevaporated in vacuo
Sources & evidence
- ORD record
- ord-d2f269f4293c4a63bc17e80052079a0c
- Source dataset
- uspto-grants-2006_05
- Patent number
- US07049313B2
Reaction notes
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