Trifluoroacetic acid → HCID 54252103, compound

HRID 1284248Notes

Reaction equation

HRID 1284248 reaction equation
[Br:1][C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6]([CH2:14][CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])(O)[C:5]2[CH:20]=[CH:21][CH:22]=[CH:23][C:4]=2[CH:3]=1.FC(F)(F)C(O)=O.FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[Br:1][C:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=[CH:14][CH2:15][CH2:16][N:17]([CH3:18])[CH3:19])[C:5]2[CH:20]=[CH:21][CH:22]=[CH:23][C:4]=2[CH:3]=1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 9845Trifluoroacetic anhydrideHCID 1304784010-Bromo-5-[3-(dimethylamino)propyl]-5H-dibenzo[a,d]cyclohepten-5-ol

Product 1

HCID 54252103HCID 54252103, compound

Procedure

10-Bromo-5-(3-dimethylaminopropyl)-5-hydroxy-5H-dibenzo[a,d]cycloheptene (14.75 g., 0.0396 mole) is dissolved in 100 ml. of trifluoroacetic acid. Trifluoroacetic anhydride, 50 ml., is added and the solution heated to refluxing with stirring for 11/2 hours. The excess trifluoroacetic anhydride and the trifluoroacetic acid are distilled, the residue suspended in water and the mixture rendered alkaline with sodium hydroxide solution. The base is extracted into ether. After washing the extract with water, the ether is distilled, leaving the oily product as the residue in a yield of 13.75 g. (98%).

Workup

  1. addition, is added
  2. temperaturethe solution heated
  3. temperatureto refluxing
  4. distillationThe excess trifluoroacetic anhydride and the trifluoroacetic acid are distilled
  5. extractionThe base is extracted into ether
  6. washAfter washing the
  7. extractionextract with water
  8. distillationthe ether is distilled
  9. customleaving the oily product as the residue in a yield of 13.75 g

Sources & evidence

ORD record
ord-a07f96c21b954cc898a1482754aa180f
Source dataset
uspto-grants-1976_08
Patent number
US03978121

Reaction notes

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