Sulfuric Acid → HCID 13579265, compound

HRID 1589078Notes

Reaction equation

HRID 1589078 reaction equation
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([CH:9]([C:12](=[O:16])[CH2:13][O:14]C)[C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.S(=O)(=O)(O)O>C(O)(=O)C>[O:16]=[C:12]1[C:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:18])([F:17])[F:1])[CH:4]=2)=[C:10]([NH2:11])[O:14][CH2:13]1

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 13579264HCID 13579264, compound

Product 1

HCID 13579265HCID 13579265, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In this example a solution containing 31.7 g of (3-trifluoromethylphenyl)-methoxyacetyl-acetonitrile and 24.5 g of concentrated sulfuric acid in 125 ml of acetic acid was refluxed for about 15-20 minutes. The acetic acid was then evaporated off. The residue was mixed with ethyl ether and washed with saturated aqueous sodium bicarbonate solution. The mixture was then dried over magnesium sulfate. The ethyl ether was evaporated off and the residue triturated with a mixture of petroleum ether and ethyl ether affording 20.9 g of the title compound.

Workup

  1. temperaturewas refluxed for about 15-20 minutes
  2. customThe acetic acid was then evaporated off
  3. additionThe residue was mixed with ethyl ether
  4. washwashed with saturated aqueous sodium bicarbonate solution
  5. dry with materialThe mixture was then dried over magnesium sulfate
  6. customThe ethyl ether was evaporated off
  7. customthe residue triturated with a mixture of petroleum ether and ethyl ether affording 20.9 g of the title compound

Sources & evidence

ORD record
ord-97045d2f93f449b09485e689e92c962f
Source dataset
uspto-grants-1986_02
Patent number
US04568375

Reaction notes

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