HCID 57849580, Verbindung → (2S)-2-Phenylmorpholine

HRID 2076800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2076800
C(OC([N:8]1[CH2:13][CH2:12][O:11][C@@H:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[C:14]1([C@@H:10]2[O:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Komponenten

4

Edukt 1

HCID 57849580HCID 57849580, Verbindung

Produkt 1

HCID 937783(2S)-2-PhenylmorpholineAusbeute 77,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

1.280 g (S)-2-Phenyl-morpholine-4-carboxylic acid tert-butyl ester was dissolved in 31 mL 4N HCl in dioxane and stirred at room temperature overnight. Concentrated in vacuo and diluted with 1N HCl. The aqueous was extracted with ether and then basicified to pH 12-14 with 2N NaOH followed by extraction with DCM. The organic layers were dried over Na2SO4, filtered and concentrated in vacuo to afford 617 mg of product by H NMR. 78% yield.

Aufarbeitung

  1. concentrationConcentrated in vacuo
  2. additiondiluted with 1N HCl
  3. extractionThe aqueous was extracted with ether
  4. extractionfollowed by extraction with DCM
  5. dry with materialThe organic layers were dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-bb26e92263f941a8ac5abc575829733c
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928103B2

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