8-Azido-1-octanol → 8-Amino-1-octanol

HRID 963960Notes

Reaction equation

HRID 963960 reaction equation
[N:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])=[N+]=[N-]>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[NH2:1][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12]

Participants

4

Reactant 1

HCID 117896658-Azido-1-octanol

Product 1

HCID 159198328-Amino-1-octanolYield 79%

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 702EthanolSolvent

Procedure

8-Azido-octan-1-ol (1.99 g, 11.6 mmol) was dissolved in ethanol (25 mL) and Lindlar catalyst (200 mg) was added. The solution was hydrogenated at 50 psi, 30° C. for 2 hours. The catalyst was removed by filtration through Kieselguhr and the solvent was removed in vacuo to give a white solid 1.33 g (79% yield), mp 48°-53° C.;

Workup

  1. customThe catalyst was removed by filtration through Kieselguhr
  2. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-2b16e87c22f24a0daa7f2da642e7c306
Source dataset
uspto-grants-1998_06
Patent number
US05767088

Reaction notes

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