Reaktion #1519117

ord-57aaeaff567b4e57b47ce42fb96bba57

Reaktionsgleichung

CCCC[C@@H](C(=O)OC)[C@H](O)C(=O)OC
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic dimethyl ester
[Na+].[OH-]
NaOH
Cl
HCl
CCCC[C@@H](C(=O)O)[C@H](O)C(=O)O
(2S,3R)-3-(n-butyl)-2-hydroxysuccinic acid

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe MeOH is removed
  2. 2
    Sonstigethe crude reaction
  3. 3
    Extraktionextracted with EtOAc (3×50 mL)
  4. 4
    TrocknenThe combined organic layers are dried (Na2SO4)
  5. 5
    Einengenconcentrated

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612059B2uspto-grants-2009_11