Acetic Acid → HCID 70379591, compound

HRID 231369Notes

Reaction equation

HRID 231369 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])=[CH:6][CH:5]=1)([O-])=O.[H][H].[C:19](O)(=[O:21])[CH3:20]>[Pt]>[C:19]([NH:1][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH:11]([F:16])[C:12]([F:15])([F:14])[F:13])=[CH:6][CH:5]=1)(=[O:21])[CH3:20]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 70379608HCID 70379608, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 70379591HCID 70379591, compound

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Procedure

23.9 g (0.1 moles) 4-nitrotetrafluoroethoxybenzene are dissolved in 75 ml glacial acetic acid and reduced at 50°-60° C. in the presence of platinum with hydrogen at normal pressure. After receiving 7.4 l hydrogen the catalyst was filtered off and the filtrate is heated 1 hour with 75 ml acetic anhydride accompanied by reflux. The reaction mixture is then concentrated in a vacuum to 1/3 the original solvent quantity and poured onto 1 l ice water. The acetyl amino compound first precipitates as an oil which crystalizes overnight. 23.5 g (94% theoretical yield) of almost colorless crystals with a melting range of 114°-115° C. are obtained.

Workup

  1. filtrationwas filtered off
  2. temperaturethe filtrate is heated 1 hour with 75 ml acetic anhydride
  3. temperatureby reflux
  4. concentrationThe reaction mixture is then concentrated in a vacuum to 1/3 the original solvent quantity
  5. additionpoured onto 1 l ice water
  6. customThe acetyl amino compound first precipitates as an oil which
  7. customcrystalizes overnight
  8. custom23.5 g (94% theoretical yield) of almost colorless crystals with a melting range of 114°-115° C.
  9. customare obtained

Sources & evidence

ORD record
ord-311715f07b044bc6a89f16dba1be58e8
Source dataset
uspto-grants-1989_07
Patent number
US04845294

Reaction notes

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