반응 #1519117

ord-57aaeaff567b4e57b47ce42fb96bba57

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the MeOH is removed
  2. 2
    기타the crude reaction
  3. 3
    추출extracted with EtOAc (3×50 mL)
  4. 4
    건조The combined organic layers are dried (Na2SO4)
  5. 5
    농축concentrated

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07612059B2uspto-grants-2009_11