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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 130611Erstellt: 24. Oktober 2026

2-Chloromandelic acid → (S(R*,R*))-2-amino-1-phenylpropane-1,3-diol

https://huagongshe.com/de/reaction/130611

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Chloromandelic acidHCID 97720—
Edukt(S(R*,R*))-2-amino-1-phenylpropane-1,3-diolHCID 119881—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt(S(R*,R*))-2-amino-1-phenylpropane-1,3-diolHCID 119881—
Produkt(S)-(+)-2-hydroxy-2-(2-chlorophenyl)acetateHCID 6922873—

Reaktionsschritte

(The compound of the general formula (II)—wherein R1 is a hydroxy-methyl group, R2 is a phenyl group, R3 is a hydroxy group) Racemic 2-hydroxy-2-(2-chlorophenyl)acetic acid (20.0 g 107 mmol) was dissolved in 60 cm3 of ethylacetate saturated with water and (1S, 2S)-(+)-1-phenyl-2-amino-1,3-propane-diol (18.0 g 107.5 mmol) was added thereto and then the mixture was seed by a salt formed from (S)-(+)-2-hydroxy-2-(2-chlorophenyl)acetate and (1S, 2S)-(+)-1-phenyl 2-amino-1,3-propane-diol at room temperature.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07381835B2
Quelldatensatzuspto-grants-2008_06
ORD IDord-905f9881af514c839e3efb384d85a9ad
Quellennotizuspto-grants-2008_06