Methanol → HCID 86661429, compound

HRID 1910382Notes

Reaction equation

HRID 1910382 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].S(=O)(=O)(O)O.[CH3:24]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][CH3:24])=[O:6]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 866614303-Fluoro-2-methyl-4-(pentafluoroethyl)benzoic acid

Product 1

HCID 86661429HCID 86661429, compound

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 on a rotary evaporator, 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 hydrogencarbonate 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. customThe contents were freed from the solvent on a rotary evaporator
  4. extractionThe mixture was extracted twice with ethyl acetate
  5. washthe combined organic phases were washed once with saturated aqueous sodium hydrogencarbonate solution
  6. customThe organic phase was dried
  7. customThe residue obtained

Sources & evidence

ORD record
ord-8df6f06d66ae454cacd1ceeaf017381b
Source dataset
uspto-grants-2013_12
Patent number
US08603947B2

Reaction notes

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