Ethanol → HCID 19996527, compound

HRID 1607599Notes

Reaction equation

HRID 1607599 reaction equation
[OH-].[K+].[F:3][C:4]([F:26])([F:25])[C:5]1[CH:10]=[CH:9][N:8]([C:11]2[C:16]([Cl:17])=[CH:15][C:14]([C:18]([O:20]CC)=[O:19])=[CH:13][C:12]=2[Cl:23])[C:7](=[O:24])[CH:6]=1.C(O)C>>[F:26][C:4]([F:3])([F:25])[C:5]1[CH:10]=[CH:9][N:8]([C:11]2[C:16]([Cl:17])=[CH:15][C:14]([C:18]([OH:20])=[O:19])=[CH:13][C:12]=2[Cl:23])[C:7](=[O:24])[CH:6]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 19996506HCID 19996506, compound2×

Product 1

HCID 19996527HCID 19996527, compound

Procedure

A solution of potassium hydroxide [51 g (1.1 mol) in 50 ml of water] was added to a stirred solution of 4-trifluoromethyl-1-(2,6-dichloro-4-ethoxycarbonylphenyl)-2-pyridone (Compound C) in ethanol [35 g (0.09 mol) in 500 ml of ethanol]. The reaction was stirred for one hour at room temperature. The ethanol mixture was removed in vacuo and the residue treated with dilute HCl and extracted with ethylacetate (2×300 ml). The combined organic portions, were washed well with water, dried over magnesium sulphate and evaporated in vacuo to give a white solid of 4-trifluoromethyl-1-(2,6-dichloro-4-carboxyphenyl)-2-pyridone (31.3 g).

Workup

  1. customThe ethanol mixture was removed in vacuo
  2. additionthe residue treated with dilute HCl
  3. extractionextracted with ethylacetate (2×300 ml)
  4. washThe combined organic portions, were washed well with water
  5. dry with materialdried over magnesium sulphate
  6. customevaporated in vacuo

Sources & evidence

ORD record
ord-68db513bb600408aaea223e0725fb32e
Source dataset
uspto-grants-1989_09
Patent number
US04866078

Reaction notes

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