2-Aminopropanol → 2,2'-iminodipropanol

HRID 1276164Notes

Reaction equation

HRID 1276164 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 3 A 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° [email protected] 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-6c586617e88d430394e494038385dcaa
Source dataset
uspto-grants-2000_12
Patent number
US06166011

Reaction notes

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