HCID 86746831, compound → HCID 19763430, compound

HRID 248354Notes

Reaction equation

HRID 248354 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:22]C(C)=O)[CH:5]=[C:6]([C:18]([F:21])([F:20])[F:19])[C:7]=1[O:8][C:9]([F:17])([F:16])[CH:10]([F:15])[C:11]([F:14])([F:13])[F:12]>Cl.C(O)C>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[C:6]([C:18]([F:19])([F:20])[F:21])[C:7]=1[O:8][C:9]([F:16])([F:17])[CH:10]([F:15])[C:11]([F:14])([F:13])[F:12])[NH2:22]

Participants

4

Reactant 1

HCID 86746831HCID 86746831, compound

Product 1

HCID 19763430HCID 19763430, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

22.7 g of 3-bromo-4-(1,1,2,3,3,3-hexafluoropropoxy)-5-(trifluoromethyl)acetaminobenzene are heated at reflux for 4 hours in a mixture of 100 ml of concentrated hydrochloric acid and 300 ml of ethanol. The bulk of the solvent is then distilled off, the residue is made alkaline with 10% sodium hydroxide solution and extracted with ether. The ethereal extract is dried over sodium sulfate and the solvent is removed in vacuo. Fractional distillation of the residue affords the title compound as a yellowish oil with a boiling point of 115°-120° C./5·10-2 torr (a compound of formula II).

Workup

  1. distillationThe bulk of the solvent is then distilled off
  2. extractionextracted with ether
  3. extractionThe ethereal extract
  4. dry with materialis dried over sodium sulfate
  5. customthe solvent is removed in vacuo
  6. distillationFractional distillation of the residue

Sources & evidence

ORD record
ord-63efc7ea51e74b11ab145eca8bc14091
Source dataset
uspto-grants-1993_05
Patent number
US05210100

Reaction notes

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