Water → (2S,3R,4S)-2,3,4-Trihydroxycyclohexanone

HRID 389374Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 389374
[OH:1][C@@H:2]1[C@@H:7]([OH:8])[C@H:6]([OH:9])[C:5](=[O:10])[CH:4]=[CH:3]1.O>CO.[Pd]>[OH:8][C@H:7]1[C@H:6]([OH:9])[C@@H:5]([OH:10])[CH2:4][CH2:3][C:2]1=[O:1]

Komponenten

5

Edukt 2

HCID 962WaterHCID 44511908HCID 44511908, Verbindung

Produkt 1

HCID 45082801(2S,3R,4S)-2,3,4-TrihydroxycyclohexanoneAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

205 mg of (4S,5R,6S)-4,5,6-trihydroxy-2-cyclohexene-1-one obtained in Example 3 was dissolved in 3.5 mL of methanol. 20 mg (50 weight % of water contained) of 5 weight % Pd/C was added thereto and hydrogenated at room temperature (25 degrees centigrade) under ordinary pressure (1 atm). After the completion of the reaction, the catalyst was removed by filtration, and the filtrate was concentrated to obtain 198 mg (yield: 96%) of (2S,3R,4S)-2,3,4-trihydroxycyclohexane-1-one.

Aufarbeitung

  1. customhydrogenated at room temperature
  2. custom(25 degrees centigrade)
  3. customAfter the completion of the reaction
  4. customthe catalyst was removed by filtration
  5. concentrationthe filtrate was concentrated

Quellen und Nachweise

ORD-Eintrag
ord-c25bac5a1b794539b0ff197a9ac631f9
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08378146B2

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