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

HRID 737072Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 737072
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 pH12-14 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-977be4290a0a44aca8e30df0fc32e7be
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07595397B2

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