3-Aminopropyl(but-3-enyl)phosphinic acid → (3-Aminopropyl)(n-butyl)phosphinic acid

HRID 729149Notes

Reaction equation

HRID 729149 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH2:8][CH2:9][CH:10]=[CH2:11])(=[O:7])[OH:6].[H][H]>O.[Pd]>[NH2:1][CH2:2][CH2:3][CH2:4][P:5]([CH2:8][CH2:9][CH2:10][CH3:11])(=[O:6])[OH:7]

Participants

5

Reactant 2

HCID 98989793-Aminopropyl(but-3-enyl)phosphinic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 130021(3-Aminopropyl)(n-butyl)phosphinic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Procedure

A solution of 1 g of 3-aminopropyl(but-3-enyl)phosphinic acid in 25 ml of water is treated with 0.1 g of 5% palladium on charcoal and hydrogenated at room temperature until hydrogen uptake ceases. The catalyst is removed by filtration of the reaction mixture through celite and the filtrate evaporated to dryness, to afford 3-aminopropyl(butyl)phosphinic acid, m.p.231°-234° (dec.) 31 -NMR (D2O): δ+44.6 ppm.

Workup

  1. customThe catalyst is removed by filtration of the reaction mixture through celite
  2. customthe filtrate evaporated to dryness

Sources & evidence

ORD record
ord-d6ed5102ceb24e27882799665eb82d29
Source dataset
uspto-grants-1991_09
Patent number
US05051524

Reaction notes

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