تفاعل #1519117

ord-57aaeaff567b4e57b47ce42fb96bba57

معادلة التفاعل

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

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىthe MeOH is removed
  2. 2
    أخرىthe crude reaction
  3. 3
    استخلاصextracted with EtOAc (3×50 mL)
  4. 4
    تجفيفThe combined organic layers are dried (Na2SO4)
  5. 5
    تركيزconcentrated

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07612059B2uspto-grants-2009_11