Methyl alpha-amino-p-methoxycarbonylmethylphenylacetate → (RS)-alpha-amino-p-carboxymethylphenylacetic acid

HRID 1289240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1289240
[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([O:16]C)=[O:15])=[CH:9][CH:8]=1)[C:3]([O:5]C)=[O:4]>Cl>[NH2:1][CH:2]([C:7]1[CH:12]=[CH:11][C:10]([CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4]

Komponenten

3

Edukt 1

HCID 54294376Methyl alpha-amino-p-methoxycarbonylmethylphenylacetate

Produkt 1

HCID 18925125(RS)-alpha-amino-p-carboxymethylphenylacetic acidAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

A suspension of methyl α-amino-p-methoxycarbonylmethylphenylacetate (2.3 g, 7 mmol) in 60 ml of 6N HCl was refluxed for 12 hours. After cooling white needles were collected. The aqueous layers were extracted with ethyl acetate. The organic layers were evaporated and the solids combined to give (RS)-α-amino-p-carboxymethylphenylacetic acid (1.45 g, 83%);

Aufarbeitung

  1. temperaturewas refluxed for 12 hours
  2. temperatureAfter cooling white needles
  3. customwere collected
  4. extractionThe aqueous layers were extracted with ethyl acetate
  5. customThe organic layers were evaporated

Quellen und Nachweise

ORD-Eintrag
ord-381463ce4d2a42529a84fb8a8dcb4c07
Quelldatensatz
uspto-grants-1998_05
Patentnummer
US05747499

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