反应 #543538

ord-5900908fc15b4ae7bf9e222a9ccf2e3c

反应方程式

NCC(O)C(=O)O
isoserine
CO
methanol
Cl
HCl
Cl
HCl
COC(=O)C(O)CN.Cl
product
收率 92.0%
COC(=O)C(O)CN.Cl
Methyl 3-amino-2-hydroxypropionate hydrochloride
收率 92.0%

试剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.DISSOLUTIONThe solid material slowly dissolved
  2. 2
    其他to yield a pale yellow liquid after a few minutes
  3. 3
    其他Excess HCl gas was removed
  4. 4
    其他by bubbling nitrogen into the reaction mixture
  5. 5
    其他the solvent was removed under reduced pressure

实验过程

A suspension of isoserine (18) (20.0 g, 0.19 mol) in anhydrous methanol (100 mL) was saturated with HCl gas at 0° C. while being stirred with exclusion of moisture. The solid material slowly dissolved to yield a pale yellow liquid after a few minutes. The HCl saturated solution was stirred overnight (20 h) at room temperature. Excess HCl gas was removed by bubbling nitrogen into the reaction mixture and the solvent was removed under reduced pressure to yield the product as a syrup (27.1 g; yield 92%) Mass Spectrum M+H 120. The product was immediately taken to the next step without further purification.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07186397B2uspto-grants-2007_03