p-Toluenesulfonic acid monohydrate → Benzo[b]thiophene-5-acetic acid
Reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10](C(O)=O)[C:11]([OH:13])=[O:12])=[CH:9][C:4]=2[CH:3]=[CH:2]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][C:11]([OH:13])=[O:12])=[CH:9][C:4]=2[CH:3]=[CH:2]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To xylene (2 mL) suspension of 0.10 g of 2-(1-benzothiophen-5-yl)malonic acid was added 4 mg of p-toluenesulfonic acid monohydrate, which was then refluxed for 1 hour. The solvent was distilled off under reduced pressure, and to the resultant residue was added cyclohexane. The precipitate was collected by filtration to provide 0.08 g of 2-(1-benzothiophen-5-yl)acetic acid as white solid form.
Workup
- temperaturewas then refluxed for 1 hour
- distillationThe solvent was distilled off under reduced pressure
- additionto the resultant residue was added cyclohexane
- filtrationThe precipitate was collected by filtration
Sources & evidence
- ORD record
- ord-841e4f6c47684b8f82e308fe67ed2c6c
- Source dataset
- uspto-grants-2011_05
- Patent number
- US07951963B2
Reaction notes
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