Sodium hydride → 5-(3-Fluorophenyl)morpholin-3-one

HRID 1890670Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1890670
Cl[CH2:2][C:3]([NH:5][CH:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([F:15])[CH:10]=1)[CH2:7][OH:8])=[O:4].[H-].[Na+]>C1COCC1>[F:15][C:11]1[CH:10]=[C:9]([CH:6]2[NH:5][C:3](=[O:4])[CH2:2][O:8][CH2:7]2)[CH:14]=[CH:13][CH:12]=1

Komponenten

4

Edukt 2

HCID 24758Sodium hydrideHCID 583359312-chloro-N-(1-(3-fluorophenyl)-2-hydroxyethyl)acetamide

Produkt 1

HCID 583357985-(3-Fluorophenyl)morpholin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

In step 2-3, a solution of 2-chloro-N-(1-(3-fluorophenyl)-2-hydroxyethyl)acetamide (5.5 g, 24 mmol) in THF (150 mL) was slowly added to a suspension of NaH (1.05 g, 26 mmol) in THF (600 mL) at 0° C. The heterogeneous solution was warmed to room temperature and stirred overnight. The reaction mixtures was quenched, concentrated and ethyl acetate was added to the residue. This solution was washed with water and brine and the organic phase was dried over MgSO4, filtered and concentrated to yield 5-(3-fluorophenyl)morpholin-3-one (2-3).

Aufarbeitung

  1. customThe reaction mixtures
  2. customwas quenched
  3. concentrationconcentrated
  4. additionethyl acetate was added to the residue
  5. washThis solution was washed with water and brine
  6. dry with materialthe organic phase was dried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7eb810cdbd964038a132a13ba3a076e7
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507488B2

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