(3-Butoxyphenyl)acetonitrile → HCID 22379525, compound

HRID 1073242Notes

Reaction equation

HRID 1073242 reaction equation
[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH:12]=[CH:13][CH:14]=1)[CH2:9][C:10]#[N:11])[CH2:2][CH2:3][CH3:4].[H][H]>[Ni].CO>[CH2:1]([O:5][C:6]1[CH:7]=[C:8]([CH2:9][CH2:10][NH2:11])[CH:12]=[CH:13][CH:14]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 22158212(3-Butoxyphenyl)acetonitrileHCID 178418361HCID 178418361, compound

Product 1

HCID 22379525HCID 22379525, compoundYield 106.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Raney nickel catalyst (approx 5 g) was added to a solution of 3-butyloxybenzyl cyanide (38.64 g, prepared according to example 1 D) in saturated ammoniacal methanol (700 cm3). The resulting mixture was heated at 70° C. in the presence of hydrogen (45 Atmospheres) for two hours and was then allowed to cool to room temperature overnight. The cooled mixture was filtered to remove the catalyst and was then evaporated down to give a green oil (42.2 g).

Workup

  1. filtrationThe cooled mixture was filtered
  2. customto remove the catalyst
  3. customwas then evaporated down

Sources & evidence

ORD record
ord-7253f6f586a5486c800e761f8ff6ab2a
Source dataset
uspto-grants-1990_11
Patent number
US04968698

Reaction notes

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