Réaction #84044

Équation de réaction

HCl

methyl chloroformate

(R)-2-amino-2-phenylacetic acid

LiOH

→

(R)-2-(methoxycarbonylamino)-2-phenylacetic acid

Rendement 65.8%

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe mixture was stirred for 2 hours at 0° C
2. 2
   ExtractionThe mixture was extracted with EtOAc
3. 3
   Concentrationthe organic phase was concentrated in vacuum
4. 4
   AutreThe residue was dried overnight in vacuum

Mode opératoire

To a solution of (R)-2-amino-2-phenylacetic acid (14 g, 92.6 mmol) in water (250 mL) was added LiOH (14.8 g, 618.7 mmol) at 0° C. and the mixture was stirred for 15 minutes. To this solution, methyl chloroformate (17.9 mL, 231.5 mmol) was added drop wise and the mixture was stirred for 2 hours at 0° C. The mixture was then acidified until pH 1 with concentrated HCl. The mixture was extracted with EtOAc and the organic phase was concentrated in vacuum. The residue was dried overnight in vacuum, resulting in (R)-2-(methoxycarbonylamino)-2-phenylacetic acid (11.8 g; 60.9 mmol).

Source