Morpholine → 4-(4-Bromo-2-fluorobenzyl)morpholine

HRID 1245836Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1245836
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([F:10])[CH:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>CN(C)C=O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[C:4]([F:10])[CH:3]=1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 27336604-Bromo-2-fluorobenzyl bromide

Produkt 1

HCID 219145034-(4-Bromo-2-fluorobenzyl)morpholine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

4-Bromo-2-fluorobenzyl bromide (3.0 g) and morpholine (2.15 ml) were stirred in dimethylformamide (30 ml) at ambient temperature for 18 h. The mixture was partitioned between diethyl ether (80 ml) and water (80 ml). The aqueous phase was extracted further with diethyl ether (80 ml) and the combined organic phases were dried (magnesium sulfate) and concentrated in vacuo. The residue was purified by column chromatography, eluting with a gradient of 0–30% ethyl acetate/iso-hexane to give the product as a colourless oil (2.92 g).

Aufarbeitung

  1. customThe mixture was partitioned between diethyl ether (80 ml) and water (80 ml)
  2. extractionThe aqueous phase was extracted further with diethyl ether (80 ml)
  3. dry with materialthe combined organic phases were dried (magnesium sulfate)
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography
  6. washeluting with a gradient of 0–30% ethyl acetate/iso-hexane

Quellen und Nachweise

ORD-Eintrag
ord-c8e00cdb47be467991686a50f45fdff7
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07125896B2

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