تفاعل #543538

ord-5900908fc15b4ae7bf9e222a9ccf2e3c

معادلة التفاعل

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

المتفاعلات

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07186397B2uspto-grants-2007_03