Hydroxyacetone → (S)-2-(1-hydroxypropan-2-ylamino)butan-1-ol

HRID 249879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 249879
[NH2:1][C@@H:2]([CH2:5][CH3:6])[CH2:3][OH:4].[OH:7][CH2:8][C:9](=O)[CH3:10]>[Pt](=O)=O>[OH:7][CH2:8][CH:9]([NH:1][C@@H:2]([CH2:5][CH3:6])[CH2:3][OH:4])[CH3:10]

Komponenten

4

Edukt 2

HCID 8299HydroxyacetoneHCID 1200842-Amino-1-butanol, (+)-

Produkt 1

HCID 55300150(S)-2-(1-hydroxypropan-2-ylamino)butan-1-olAusbeute 72.928,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 345198Adams' catalystKatalysator

Versuchsvorschrift

A mixture of (S)-2-aminobutan-1-ol (14.5 g, 0.163 mmol), 1-hydroxypropan-2-one (13.3 mL, 0.195 mmol) and platinum(IV) oxide (100 mg, 0.440 mol) were stirred under a hydrogen atmosphere (1 atm). After 30.5 h, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. The residue was purified by distillation to give (S)-2-(1-hydroxypropan-2-ylamino)butan-1-ol (17.5 g, 74%) as a colorless oil. 1H NMR consistent.

Aufarbeitung

  1. filtrationthe reaction mixture was filtered through diatomaceous earth
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. distillationThe residue was purified by distillation

Quellen und Nachweise

ORD-Eintrag
ord-017c8754ecbf4b90bc6748ce8d58d1a5
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863271B2

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