Methanol → Methyl 4-iodobenzoate

HRID 1739552Notes

Reaction equation

HRID 1739552 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 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 refluxed for 24 hours
  2. customevaporated under reduced pressure until 10.49 g of a dry
  3. extractionextract

Sources & evidence

ORD record
ord-2533066ebe9e460bb52cc6089e8b45c2
Source dataset
uspto-grants-1999_10
Patent number
US05965763

Reaction notes

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