Ammonia → Ethyl 3-aminopropyl(phenyl)phosphinate

HRID 1463598Notes

Reaction equation

HRID 1463598 reaction equation
[C:1]([CH2:3][CH2:4][P:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)(=[O:9])[O:6][CH2:7][CH3:8])#[N:2].N.[H][H]>C(O)C.[Ni]>[NH2:2][CH2:1][CH2:3][CH2:4][P:5]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)(=[O:9])[O:6][CH2:7][CH3:8]

Participants

6

Reactant 3

HCID 222AmmoniaHCID 19090907Ethyl 2-cyanoethyl(phenyl)phosphinateHCID 178418361HCID 178418361, compound2×

Product 1

HCID 19090874Ethyl 3-aminopropyl(phenyl)phosphinate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

To 22.72 g of ethyl 2-cyanoethyl(phenyl)phosphinate in 400 ml of ethanol are added 34 g of liquid ammonia and 4.5 g of Raney-Nickel. The mixture is heated to 80° and treated with hydrogen at 100 bar. After 30 minutes hydrogen up-take stops. The reaction mixture is filtered and the filtrate distilled to give ethyl 3-aminopropyl(phenyl)phosphinate as a colorless oil, b.p. 110°/13 Pa.

Workup

  1. temperatureThe mixture is heated to 80°
  2. filtrationThe reaction mixture is filtered
  3. distillationthe filtrate distilled

Sources & evidence

ORD record
ord-ac6d47e7a8a04d329856ced0564e5b63
Source dataset
uspto-grants-1994_04
Patent number
US05300679

Reaction notes

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