反应 #1519117

ord-57aaeaff567b4e57b47ce42fb96bba57

反应方程式

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

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他the MeOH is removed
  2. 2
    其他the crude reaction
  3. 3
    萃取extracted with EtOAc (3×50 mL)
  4. 4
    干燥The combined organic layers are dried (Na2SO4)
  5. 5
    浓缩concentrated

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07612059B2uspto-grants-2009_11