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

HRID 1431935Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1431935
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-57aaeaff567b4e57b47ce42fb96bba57
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07612059B2

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