(S)-Ethyl 3-amino-3-phenylpropanoate → (R)-Ethyl 3-amino-3-phenylpropanoate

HRID 918282

Reaktionsgleichung

Reaktionsgleichung von HRID 918282
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C@@H:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:7])[CH3:2].[Na].[K]>>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C@H:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[NH2:7])[CH3:2]

Komponenten

3

Edukt 2

HCID 915085(S)-Ethyl 3-amino-3-phenylpropanoateHCID 16211683Potassium alloy, nonbase, K,Na

Produkt 1

HCID 915086(R)-Ethyl 3-amino-3-phenylpropanoateAusbeute 93,1 %

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

In a 25 ml flask, 13.0 g of D-β-phenylalanine ethyl ester was charged under nitrogen, and sodium-potassium alloy (Na : K = 56 : 44 by weight) (0.1 g) was added thereto. The mixture was stirred at 20°C for 3 hours. The reaction mixture was treated as in Example 11 to give 12.1 g of racemic β-phenylalanine ethyl ester. B.P. 95° to 96°C/0.6 mmHg. [α]D25 -0.1° (neat).

Aufarbeitung

  1. additionThe reaction mixture was treated as in Example 11

Quellen und Nachweise

ORD-Eintrag
ord-d96040b264dc47d38633722070ebf611
Quelldatensatz
uspto-grants-1976_07
Patentnummer
US03970700

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