Aluminium lithium hydride → 2,2,2-Trifluoro-1-(3-(trifluoromethyl)phenyl)ethanamine

HRID 1447039Notes

Reaction equation

HRID 1447039 reaction equation
[F:1][C:2]([C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=1)=[N:6]O)([F:4])[F:3].[H-].[Al+3].[Li+].[H-].[H-].[H-]>C(OC(C)C)(C)C>[F:15][C:14]([F:16])([F:17])[C:10]1[CH:9]=[C:8]([CH:5]([NH2:6])[C:2]([F:1])([F:3])[F:4])[CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 21226445Aluminium lithium hydrideHCID 71375430N-{2,2,2-Trifluoro-1-[3-(trifluoromethyl)phenyl]ethylidene}hydroxylamine

Product 1

HCID 438251722,2,2-Trifluoro-1-(3-(trifluoromethyl)phenyl)ethanamine

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

2.5 g (3-trifluoromethyl phenyl) trifluoromethyl Ketoxime are suspended in 40 ml isopropyl ether and to this suspension 4 g lithium aluminium hydride are added. The mixture is heated to reflex for 3 hours then cooled. The excess of reagent is destroyed by cautious addition of an aqueous solution of tartaric acid. The mixture is made basic by adding sodium hydroxide and the ethereous phase is separated. The aqueous phase is further extracted with isopropyl ether; the organic solutions are united, washed with water, dried an evaporated off under reduced pressure.

Workup

  1. additionare added
  2. temperatureThe mixture is heated
  3. temperaturethen cooled
  4. customThe excess of reagent is destroyed by cautious addition of an aqueous solution of tartaric acid
  5. additionby adding sodium hydroxide
  6. customthe ethereous phase is separated
  7. extractionThe aqueous phase is further extracted with isopropyl ether
  8. washwashed with water
  9. customdried
  10. customan evaporated off under reduced pressure

Sources & evidence

ORD record
ord-28ff1318fe314080b9d5ca20f0553785
Source dataset
uspto-grants-1982_02
Patent number
US04315020

Reaction notes

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