Thionyl Chloride → 2-iodo-3-methyl-benzoyl Chloride

HRID 2216042Notes

Reaction equation

HRID 2216042 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

HCID 24386Thionyl ChlorideHCID 27593652-Iodo-3-methylbenzoic acid

Product 1

HCID 110332772-iodo-3-methyl-benzoyl Chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

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

  1. customThe solvents were removed in vacuo
  2. dissolutionthe resulting residue was dissolved into EtOAc
  3. washwashed with brine
  4. dry with materialThe combined organic layers were dried (MgSO4)
  5. customthe solvents were removed in vacuo
  6. customresulting in an oil that
  7. 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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