Methanol → Methyl 4-iodobenzoate

HRID 400243Notes

Reaction equation

HRID 400243 reaction equation
O=S(Cl)Cl.[I:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1.[CH3:15]O>>[I:5][C:6]1[CH:14]=[CH:13][C:9]([C:10]([O:12][CH3:15])=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 120854-Iodobenzoic acidHCID 24386Thionyl Chloride

Product 1

HCID 69273Methyl 4-iodobenzoate

Procedure

2.95 ml of SOCl2 were added to a suspension of 10 g of 4-iodobenzoic acid in 100 ml of methanol and the reaction mixture was refluxed for 24 hours and then evaporated under reduced pressure until 10.49 g of a dry extract were obtained corresponding to the expected product with a Rf=0.55 (cyclohexane/ethyl acetate 80/20).

Workup

  1. temperaturethe reaction mixture was refluxed for 24 hours
  2. customevaporated under reduced pressure until 10.49 g of a dry
  3. extractionextract

Sources & evidence

ORD record
ord-59e9b485d653413e8f468b8215bd44f3
Source dataset
uspto-grants-1998_10
Patent number
US05827887

Reaction notes

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