2-Aminopropanol → 2,2'-iminodipropanol

HRID 1635643Notes

Reaction equation

HRID 1635643 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.

Sources & evidence

ORD record
ord-387679dc6ea249a2a303ef14dc5e88d1
Source dataset
uspto-grants-2003_01
Patent number
US06509464B1

Reaction notes

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