Ammonia → HCID 19885117, compound

HRID 846251Notes

Reaction equation

HRID 846251 reaction equation
[CH2:1]([CH:3]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:14]#[N:15])=[CH:8][CH:7]=1)[CH3:2].N>[Ni].O1CCCC1>[CH2:1]([CH:3]([CH2:22][CH2:23][CH2:24][CH3:25])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([CH2:12][CH:13]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH2:14][NH2:15])=[CH:8][CH:7]=1)[CH3:2]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 53679807HCID 53679807, compound

Product 1

HCID 19885117HCID 19885117, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

95.6 Grams of the above nitrile, 25 g of Raney nickel, 150 ml of anhydrous ammonia and 225 ml of tetrahydrofuran were stirred at 140° C. for 12 hours at a pressure of 1500 psi. The catalyst and solvent were then removed and the residual was vacuum distilled to yield (60 percent) 4-[(2-ethylhexyl)oxy]-β-phenylbenzenepropanamine, b.p. 180°-185° C.

Workup

  1. customThe catalyst and solvent were then removed
  2. distillationdistilled

Sources & evidence

ORD record
ord-a8099bcb745e4c42a0ca0bbc9bc73f92
Source dataset
uspto-grants-1992_08
Patent number
US05135955

Reaction notes

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