Ammonia → 3-Aminopropyl(n-butyl)phosphinic acid ethyl ester

HRID 1077698Notes

Reaction equation

HRID 1077698 reaction equation
[CH2:1]([O:3][P:4]([CH2:10][CH2:11][C:12]#[N:13])([CH2:6][CH2:7][CH2:8][CH3:9])=[O:5])[CH3:2].N>C(O)C.[Ni]>[CH2:1]([O:3][P:4]([CH2:10][CH2:11][CH2:12][NH2:13])([CH2:6][CH2:7][CH2:8][CH3:9])=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 222AmmoniaHCID 104428632-Cyanoethyl(n-butyl)phosphinic acid ethyl ester

Product 1

HCID 99905983-Aminopropyl(n-butyl)phosphinic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

16.46 g of 2-cyanoethyl(n-butyl)phosphinic acid ethyl ester are dissolved in 165 ml of ethanol, the solution is mixed with 16.5 g of ammonia and 3.0 g of Raney nickel, and the mixture is hydrogenated for 2 hours at 70°-75° under an initial pressure of 100 bar. The mixture is allowed to cool to room temperature, the catalyst is filtered off, the solvent is removed and the residue is distilled, yielding 3-aminopropyl(n-butyl)phosphinic acid ethyl ester having a boiling point of 100° (10-5 bar).

Workup

  1. filtrationthe catalyst is filtered off
  2. customthe solvent is removed
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-a9d0c3cd466b49358ae2141a48c911cb
Source dataset
uspto-grants-1996_08
Patent number
US05545631

Reaction notes

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