Hydrochloric Acid → 2-(Benzoylamino)-3-(3,4-dibenzoyloxyphenyl)propanoic acid

HRID 543233

Reaktionsgleichung

Reaktionsgleichung von HRID 543233
[NH2:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([OH:14])[CH:8]=1)[C:3]([OH:5])=[O:4].[C:15](Cl)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>[OH-].[Na+]>[C:15]([NH:1][CH:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[C:9]([O:14][C:15](=[O:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:8]=1)[C:3]([OH:5])=[O:4])(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 836DL-DopaHCID 7412Benzoyl chloride

Produkt 1

HCID 202059092-(Benzoylamino)-3-(3,4-dibenzoyloxyphenyl)propanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel2×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

In 25 ml of 0.1N NaOH, was dissolved 2 g of 2-amino-3-(3,4-dihydroxyphenyl)propanoic acid. To the resulting solution, 3.8 ml of benzoyl chloride was added dropwise. The reaction mixture was maintained at a temperature of 0° C. for the duration of the reaction. The pH was maintained in a range of approximately by the addition of 0.2N NaOH. After about 3 hours, the reaction mixture was acidified with concentrated hydrochloric acid. The precipitate was removed by filtration and taken up in boiling carbon tetrachloride. The precipitate was then crystallized to yield a 2-(benzoylamino)-3-(3,4-dibenzoyloxyphenyl)propanoic acid.

Aufarbeitung

  1. temperatureThe pH was maintained in a range of
  2. customThe precipitate was removed by filtration
  3. customThe precipitate was then crystallized

Quellen und Nachweise

ORD-Eintrag
ord-bfa7835fb3624c0694dbf56fc9c550fe
Quelldatensatz
uspto-grants-1987_04
Patentnummer
US04661510

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