Hydrochloric Acid → (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

HRID 1611245Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1611245
C[O:2][C:3](=[O:15])[C@@H:4]([OH:14])[C@@H:5]([CH2:10][CH2:11][CH2:12][CH3:13])[C:6]([O:8]C)=[O:7].[OH-].[Na+].Cl>CO.O>[CH2:10]([C@@H:5]([C:6]([OH:8])=[O:7])[C@H:4]([OH:14])[C:3]([OH:15])=[O:2])[CH2:11][CH2:12][CH3:13]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23520166(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester

Produkt 1

HCID 60111363(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

To (2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester B-3 in MeOH (28 mL) is added a solution of NaOH (2.2 g, 55 mmol) in water (28 mL). After 24 hours, the MeOH is removed, the crude reaction is acidified with HCl (6 N, 12 mL) to pH=1, and then extracted with EtOAc (3×50 mL). The combined organic layers are dried (Na2SO4) and concentrated to give (2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid B-4.

Aufarbeitung

  1. customthe MeOH is removed
  2. customthe crude reaction
  3. extractionextracted with EtOAc (3×50 mL)
  4. dry with materialThe combined organic layers are dried (Na2SO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4002d8ebf87b4cf9bddcaa257fe11652
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06987104B2

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