Methanol → HCID 86767743, compound

HRID 588835Notes

Reaction equation

HRID 588835 reaction equation
[Cl:1][C:2]1[C:10]([I:11])=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1.[CH3:14]O>>[Cl:1][C:2]1[C:10]([I:11])=[CH:9][C:5]([C:6]([O:8][CH3:14])=[O:7])=[C:4]([O:12][CH3:13])[CH:3]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 75487569HCID 75487569, compound

Product 1

HCID 86767743HCID 86767743, compoundYield 85%

Procedure

A mixture of 4-chloro-5-iodo-2-methoxybenzoic acid (2 g, 6.41 mmol) concentrated sulfuric acid (1.5 mL) in MeOH (50 mL) was stirred at reflux for 16 h. The mixture was allowed to cool to room temperature and partitioned between water and ethyl acetate. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo to afford the desired product (1.85 g, 85% yield) as a yellow oil.

Workup

  1. temperatureat reflux for 16 h
  2. custompartitioned between water and ethyl acetate
  3. washThe organic layer was washed with water and brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7af63d95cd4c41b290cdba5941a36656
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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