Sodium Carbonate → N-Boc-4-Hydroxyphenyl-DL-glycine

HRID 1973488Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1973488
C([O:5][C:6](=[O:23])[CH:7]([C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=1)[NH:8][C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10])CCC.C(=O)([O-])[O-].[Na+].[Na+]>CO>[C:12]([O:11][C:9]([NH:8][CH:7]([C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=1)[C:6]([OH:23])=[O:5])=[O:10])([CH3:15])([CH3:13])[CH3:14]

Komponenten

4

Edukt 2

HCID 10340Sodium CarbonateHCID 20312394N-t-butoxycarbonyl-2-(4-hydroxyphenyl)glycine n-butyl ester

Produkt 1

HCID 4189925N-Boc-4-Hydroxyphenyl-DL-glycine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 0.5 g. (1.5 mmol.) of N-t-butoxycarbonyl-2-(4-hydroxyphenyl)glycine n-butyl ester in 20 ml. of methanol and 30 ml. of 5% aqueous sodium carbonate was heated at reflux for 30 minutes. The solvent was removed in vacuo and the aqueous residue was extracted with ethyl acetate. The aqueous phase was acidified to pH 3.0 with phosphoric acid and again extracted with ethyl acetate. The extract was dried (Na2SO4) and concentrated to give N-t-butyoxycarbonyl-2-(4-hydroxyphenyl)glycine, m.p. 112°-114° (methanol-water).

Aufarbeitung

  1. temperatureat reflux for 30 minutes
  2. customThe solvent was removed in vacuo
  3. extractionthe aqueous residue was extracted with ethyl acetate
  4. extractionagain extracted with ethyl acetate
  5. dry with materialThe extract was dried (Na2SO4)
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5504d89a74294d6c904b694bb1bbb61b
Quelldatensatz
uspto-grants-1976_12
Patentnummer
US03997584

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