2-Aminopropanol → 2,2'-iminodipropanol

HRID 2119388Notes

Reaction equation

HRID 2119388 reaction equation
[CH3:1][CH:2]([NH2:5])[CH2:3][OH:4].[OH:6][CH2:7][C:8](=O)[CH3:9]>CO.[Pt](=O)=O>[OH:4][CH2:3][CH:2]([NH:5][CH:8]([CH3:9])[CH2:7][OH:6])[CH3:1]

Participants

5

Reactant 2

HCID 51262-AminopropanolHCID 8299Hydroxyacetone

Product 1

HCID 407512,2'-iminodipropanol

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

Platinum dioxide (40 mg) was added to a solution of dl-2-amino-1-propanol (6.4 ml) and hydroxyacetone (7.0 g) in methanol (75 ml) over 3A molecular sieves. The reaction mixture was hydrogenated at 60 psi. for 18 hours, after which time the catalyst was filtered off and the solvent removed under reduced pressure. The crude product was purified by distillation, b.pt. 94° C.@ 0.2 mbar to afford 2-[(2-hydroxy-1-methylethyl)amino]-1-propanol (3.66 g) as a yellow oil.

Workup

  1. filtrationafter which time the catalyst was filtered off
  2. customthe solvent removed under reduced pressure
  3. distillationThe crude product was purified by distillation, b.pt. 94° C.@ 0.2 mbar

Sources & evidence

ORD record
ord-76071362abb64ed2881bfb70ec98b777
Source dataset
uspto-grants-2004_02
Patent number
US06686357B1

Reaction notes

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