Methyl 3-cyano-2,4,5-trifluoro-benzoate → 195532-64-0

HRID 2302217Notes

Reaction equation

HRID 2302217 reaction equation
[C:1]([C:3]1[C:4]([F:15])=[C:5]([CH:10]=[C:11]([F:14])[C:12]=1[F:13])[C:6]([O:8]C)=[O:7])#[N:2]>C(O)(=O)C.O.S(=O)(=O)(O)O>[C:1]([C:3]1[C:4]([F:15])=[C:5]([CH:10]=[C:11]([F:14])[C:12]=1[F:13])[C:6]([OH:8])=[O:7])#[N:2]

Participants

5

Reactant 1

HCID 18417526Methyl 3-cyano-2,4,5-trifluoro-benzoate

Product 1

HCID 18417533195532-64-0Yield 81.3%

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 1118Sulfuric AcidSolvent

Procedure

A solution of 156 g of methyl 3-cyano-2,4,5-trifluoro-benzoate in 960 ml of glacial acetic acid, 140 ml of water and 69 ml of concentrated sulphuric acid is heated to reflux for 8 hours. The acetic acid is then largely removed by distillation in vacuo and the residue is treated with water. The precipitated solid is filtered off with suction, washed with water and dried. 118.6 g of 3-cyano-2,4,5-trifluoro-benzoic acid are obtained as a white solid of melting point 187-190° C.

Workup

  1. temperatureto reflux for 8 hours
  2. customThe acetic acid is then largely removed by distillation in vacuo
  3. additionthe residue is treated with water
  4. filtrationThe precipitated solid is filtered off with suction
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-e5bb485a72824aaaacd90288cd30cb17
Source dataset
uspto-grants-2002_08
Patent number
US06432948B1

Reaction notes

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