Phenoxyacetyl chloride → Ethyl 4-(1-oxo-2-phenoxyethylamino)butanoate

HRID 36481

Reaktionsgleichung

Reaktionsgleichung von HRID 36481
Cl.[NH2:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].[O:11]([CH2:18][C:19](Cl)=[O:20])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C([O-])(O)=O.[Na+]>CCOCC.O>[O:20]=[C:19]([NH:2][CH2:3][CH2:4][CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH2:18][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Komponenten

6

Edukt 3

HCID 69703Phenoxyacetyl chlorideHCID 516892Sodium BicarbonateHCID 126496614-Aminobutyrate ethyl hydrochloride

Produkt 1

HCID 53983334Ethyl 4-(1-oxo-2-phenoxyethylamino)butanoateAusbeute 53 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

To a stirred mixture of ethyl 4-aminobutanoate hydrochloride (3.4 g) and phenoxyacetyl chloride (2.76 ml) in 50 ml of Et2O and 50 ml of water was added one portion of NaHCO3 (4.2 g). After 2 hr the layers were separated and the organic phase was washed (1N HCl, brine), dried (MgSO4), and filtered. Evaporation of the solvent under vacuum gave 3.1 g (53%) of the title compound as an oil.

Aufarbeitung

  1. customAfter 2 hr the layers were separated
  2. washthe organic phase was washed (1N HCl, brine)
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. customEvaporation of the solvent under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-98d2491207f3486cb4bc46f3b8953d73
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05414132

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