Citric Acid → (r)-3-Triisopropylsilyloxybutyric acid

HRID 1954254Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1954254
[CH:1]([Si:4]([CH:17]([CH3:19])[CH3:18])([CH:14]([CH3:16])[CH3:15])[O:5][C@H:6]([CH3:13])[CH2:7][C:8]([O:10]CC)=[O:9])([CH3:3])[CH3:2].[OH-].[Li+].C(O)(=O)CC(CC(O)=O)(C(O)=O)O>O1CCCC1.O>[CH:17]([Si:4]([CH:1]([CH3:3])[CH3:2])([CH:14]([CH3:16])[CH3:15])[O:5][C@H:6]([CH3:13])[CH2:7][C:8]([OH:10])=[O:9])([CH3:18])[CH3:19]

Komponenten

5

Edukt 3

HCID 311Citric AcidHCID 3939Lithium HydroxideHCID 54538409Ethyl (r)-(-)-3-triisopropylsilyloxybutyrate

Produkt 1

HCID 14084664(r)-3-Triisopropylsilyloxybutyric acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

0.0755 mol (21.78 g) of the product from stage 1 is stirred at 60° C. for 5 days in 1.51 liters of a 0.01 molar lithium hydroxide solution in a tetrahydrofuran/water 1:1 mixture. The mixture is acidified with aqueous citric acid and the product is extracted with ethyl acetate. The organic phase is washed with water, dried over sodium sulfate and concentrated under reduced pressure.

Aufarbeitung

  1. extractionthe product is extracted with ethyl acetate
  2. washThe organic phase is washed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cfd387cc3af548c889a76d959ca0cd13
Quelldatensatz
uspto-grants-2000_09
Patentnummer
US06121316

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