HCID 18950742, compound → HCID 18950695, compound

HRID 1492515Notes

Reaction equation

HRID 1492515 reaction equation
[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:12][C:13]#[N:14])=[CH:7][CH:6]=1.[H][H]>[Ni].CO>[CH3:1][O:2][CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([CH:11]([C:15]2[CH:16]=[N:17][CH:18]=[CH:19][CH:20]=2)[CH2:12][CH2:13][NH2:14])=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 18950742HCID 18950742, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18950695HCID 18950695, compoundYield 89.4%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

An appropriate amount of Raney nickel was suspended in 15 ml of saturated ammonical methanol solution, 0.54 g of 3-(4-methoxymethyloxyphenyl)-3-(3-pyridyl)propionitrile was added to the suspension and the mixture was stirred for 18 hours under 15 atmospheric pressure in an atmosphere of hydrogen. The resulting reaction mixture was filtered and the filtrate was concentrated under a reduced pressure. The thus prepared residue was subjected to silica gel column chromatography to obtain 0.49 g of 3-(4-methoxymethyloxyphenyl)-3-(3-pyridyl)propylamine from ammonia water-methanol-chloroform (1:10:100 v/v) eluate fraction.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas filtered
  3. concentrationthe filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-37586cc5bdc74bb8903474e49070b07f
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

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