Reaktion #543538

Reaktionsgleichung

isoserine

methanol

HCl

HCl

→

product

Ausbeute 92.0%

Methyl 3-amino-2-hydroxypropionate hydrochloride

Ausbeute 92.0%

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle