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

HRID 1612700
Notes
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Reaction equation

HRID 1612700 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-bff7846ebb3249278a2c706ff202d55a
Source dataset
uspto-grants-1993_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05190933

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes