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

HRID 1463619Notes

Reaction equation

HRID 1463619 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-198efa8046df444f90b9299802c57cd6
Source dataset
uspto-grants-1994_04
Patent number
US05300679

Reaction notes

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