Thionyl Chloride → 2-iodo-3-methyl-benzoyl Chloride
Reaction equation
[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:14])=O>C1COCC1>[I:1][C:2]1[C:10]([CH3:11])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:14])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-iodo-3-methyl benzoic acid (1310 mg, 5 mmol) and thionyl chloride (730 μL, 10 mmol) were dissolved into THF (10 mL) and stirred at RT for 4 days. The solvents were removed in vacuo and the resulting residue was dissolved into EtOAc, washed with brine. The combined organic layers were dried (MgSO4) and the solvents were removed in vacuo resulting in an oil that was used without further purification or characterization.
Workup
- customThe solvents were removed in vacuo
- dissolutionthe resulting residue was dissolved into EtOAc
- washwashed with brine
- dry with materialThe combined organic layers were dried (MgSO4)
- customthe solvents were removed in vacuo
- customresulting in an oil that
- customwas used without further purification or characterization
Sources & evidence
- ORD record
- ord-d81b5b181fab4c0aab92d6729fc4073b
- Source dataset
- uspto-grants-2006_09
- Patent number
- US07109354B2
Reaction notes
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