Reaktion #571855

Reaktionsgleichung

L-Threonine

phenylacetyl chloride

Ether

→

N-(Phenylacetyl)-L-threonine

Lösungsmittel

sodium hydroxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturchilled to -5° to -10° C
2. 2
   Sonstigerises to 26° C
3. 3
   WaschenThe mixture is washed with ether
4. 4
   Extraktionextracted with ethyl acetate (two times)
5. 5
   TrocknenThe combined extracts are dried over sodium sulfate
6. 6
   Einengenconcentrated under reduced pressure until crystalline solids
7. 7
   Sonstigeform
8. 8
   Sonstigethe crystals are collected (34.8 g)

Vorschrift

L-Threonine (35.7 g) is dissolved in 1N sodium hydroxide (1 liter) and chilled to -5° to -10° C. To the cold, mechanically stirred solution is added dropwise phenylacetyl chloride (46.3 g). The reaction mixture is stirred for about 16 hours as the temperature rises to 26° C. The mixture is washed with ether, acidified to pH 2 with hydrochloric acid, and extracted with ethyl acetate (two times). The combined extracts are dried over sodium sulfate and concentrated under reduced pressure until crystalline solids form. Ether is added to the mixture and the crystals are collected (34.8 g); melting point 161°-163° C.

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