Water → HCID 19086756, compound

HRID 1464562Notes

Reaction equation

HRID 1464562 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([O:10][CH:11]([F:13])[F:12])[CH:7]=[CH:6][C:5]=1[CH3:14])([O-:3])=[O:2].N1C=CC=CC=1.[Mn]([O-])(=O)(=O)=O.[K+].[OH-:27].[Na+].[OH2:29]>>[N+:1]([C:4]1[CH:9]=[C:8]([O:10][CH:11]([F:12])[F:13])[CH:7]=[CH:6][C:5]=1[C:14]([OH:29])=[O:27])([O-:3])=[O:2]

Participants

6

Reactant 5

HCID 962WaterHCID 1049PyridineHCID 14798Sodium HydroxideHCID 516875Potassium PermanganateHCID 19086762HCID 19086762, compound

Product 1

HCID 19086756HCID 19086756, compound

Procedure

72.1 g of 2-nitro-4-difluoromethoxytoluene and 300 ml of pyridine are refluxed. A solution of 336 g of potassium permanganate in 500 ml of water is then added in portions. The batch is subsequently held for a further 7 hours at 80° C. When cold, 500 ml of 2N sodium hydroxide solution are added, the mixture is extracted with ether, and the aqueous phase is acidified with concentrated hydrochloric acid. During this process, the product separates out as an oil which crystallizes on prolonged stirring. After filtration, washing with dilute hydrochloric acid and drying, 53.6 g of desired product are obtained in the form of white crystals (m.p. 136°-138° C.).

Workup

  1. extractionthe mixture is extracted with ether
  2. customcrystallizes on prolonged stirring
  3. filtrationAfter filtration
  4. washwashing with dilute hydrochloric acid
  5. customdrying

Sources & evidence

ORD record
ord-559ada6cf99a4ec9b4b7059c78969782
Source dataset
uspto-grants-1994_04
Patent number
US05306695

Reaction notes

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