2,6-Difluorobenzonitrile → 2,6-Difluorobenzylamine

HRID 1281242Notes

Reaction equation

HRID 1281242 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[C:4]#[N:5].[H][H]>[Ni].CCCCCC>[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[C:6]([F:10])[C:3]=1[CH2:4][NH2:5]

Participants

5

Reactant 2

HCID 746952,6-DifluorobenzonitrileHCID 178418361HCID 178418361, compound2×

Product 1

HCID 1235632,6-DifluorobenzylamineYield 94.6%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8058HexaneSolvent

Procedure

To an autoclave of 1 l, 150 g of 2,6-difluorobenzonitrile, 150 g of hexane and 7.5 g of Ra—Ni were charged, replacement with hydrogen gas was carried out, and a reaction was carried out at a hydrogen pressure of from 30 to 40 kg/cm2 at a reaction temperature of 130° C. for 2.5 hours. After the completion of the reaction, the reaction mixture was subjected to filtration to separate off the catalyst, and hexane was recovered by distillation, followed by distillation under reduced pressure to obtain 146 g of 2,6-difluorobenzylamine (boiling point: 82° C./25 mmHg).

Workup

  1. customAfter the completion of the reaction
  2. filtrationthe reaction mixture was subjected to filtration
  3. customto separate off the catalyst, and hexane
  4. distillationwas recovered by distillation
  5. distillationfollowed by distillation under reduced pressure

Sources & evidence

ORD record
ord-7f69a1d21dd24fb38247d9ddf46a466b
Source dataset
uspto-grants-2002_09
Patent number
US06452056B1

Reaction notes

Loading…