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

HRID 973626Notes

Reaction equation

HRID 973626 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-1e2c3f361ed840cc92bd575aec65e39c
Source dataset
uspto-grants-1991_11
Patent number
US05064819

Reaction notes

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