Methanol → HCID 86661429, compound

HRID 41856Notes

Reaction equation

HRID 41856 reaction equation
[F:1][C:2]1[C:3]([CH3:18])=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:17])([F:16])[C:12]([F:15])([F:14])[F:13])[C:5]([OH:7])=[O:6].[CH3:19]O.S(=O)(=O)(O)O>O>[F:1][C:2]1[C:3]([CH3:18])=[C:4]([CH:8]=[CH:9][C:10]=1[C:11]([F:16])([F:17])[C:12]([F:13])([F:14])[F:15])[C:5]([O:7][CH3:19])=[O:6]

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 86661430HCID 86661430, compound

Product 1

HCID 86661429HCID 86661429, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2.33 g (8.56 mmol) of 3-fluoro-2-methyl-4-(pentafluoroethyl)benzoic acid were introduced into 30 ml of methanol and admixed with 2 ml of concentrated sulfuric acid. The mixture was subsequently heated at reflux until a check by HPLC indicated full conversion. The contents were freed from the solvent, and the residue was taken up in water. The mixture was extracted twice with ethyl acetate, and the combined organic phases were washed once with saturated aqueous sodium hydrogen-carbonate solution. The organic phase was dried and freed from the solvent. The residue obtained was 2.1 g of clean product.

Workup

  1. temperatureThe mixture was subsequently heated
  2. temperatureat reflux until a check by HPLC
  3. extractionThe mixture was extracted twice with ethyl acetate
  4. washthe combined organic phases were washed once with saturated aqueous sodium hydrogen-carbonate solution
  5. customThe organic phase was dried
  6. customThe residue obtained

Sources & evidence

ORD record
ord-d0bab684dbc64d07af73c6bf50dc302c
Source dataset
uspto-grants-2013_09
Patent number
US08536097B2

Reaction notes

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