Reaktion #51373

Reaktionsgleichung

valine

NaOH

phenylacetyl chloride

→

title compound

Ausbeute 136.4%

N-(phenylacetyl)valine 2-methylbutyl ester

Ausbeute 136.4%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeA colorless oil precipitated
2. 2
   Waschenwashed with 50 mL diethyl ether
3. 3
   SonstigeThe white precipitate formed
4. 4
   Filtrationwas filtered off
5. 5
   Waschenwashed thoroughly with water

Vorschrift

To a stirred solution of 5.15 g (44 mmol) of valine (Bachem) in 50 mL (100 mmol) of 2N NaOH cooled to 0° C. was added dropwise 5.3 mL (40 mmol) of phenylacetyl chloride (Aldrich). A colorless oil precipitated. The reaction mixture was allowed to warm to room temperature and stirred for 18 hours, washed with 50 mL diethyl ether, acidified to pH 2-3 with aqueous HCl. The white precipitate formed was filtered off, washed thoroughly with water, followed by diethyl ether to give 7.1 g (30 mmol, 69% yield) of the title compound.

Quelle