benzyl (2RS,3SR)-3-hydroxy-2,4,4-trimethylpyrrolidine-1-carboxylate → 2,4,4-Trimethylpyrrolidin-3-OL

HRID 906978Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 906978
[OH:1][CH:2]1[C:6]([CH3:8])([CH3:7])[CH2:5][N:4](C(OCC2C=CC=CC=2)=O)[CH:3]1[CH3:19]>CO.[C].[Pd]>[CH3:19][CH:3]1[CH:2]([OH:1])[C:6]([CH3:8])([CH3:7])[CH2:5][NH:4]1

Komponenten

4

Edukt 1

HCID 67390300benzyl (2RS,3SR)-3-hydroxy-2,4,4-trimethylpyrrolidine-1-carboxylate

Produkt 1

HCID 673891462,4,4-Trimethylpyrrolidin-3-OLAusbeute 123,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

A suspension (20 mL) of benzyl (2RS,3SR)-3-hydroxy-2,4,4-trimethylpyrrolidine-1-carboxylate (842 mg) and 10% palladium carbon (50% water-containing, 110 mg) in methanol was stirred under a hydrogen atmosphere for 1.5 hr. The reaction mixture was filtered, oxalic acid (144 mg) was added to the filtrate, and the mixture was concentrated under reduced pressure to give the title compound as a colorless solid (yield: 512 mg, yield: 92%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. additionoxalic acid (144 mg) was added to the filtrate
  3. concentrationthe mixture was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4daf305b659f411fa9683d67ad96b6d0
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08013008B2

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