Morpholine → 2-(4-Bromophenyl)-1-morpholinoethanone

HRID 931506Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 931506
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15](Cl)=[O:16])=[CH:10][CH:9]=1>ClCCl>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([CH2:14][C:15]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)=[O:16])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 8083MorpholineHCID 181552Benzeneacetyl chloride, 4-bromo-

Produkt 1

HCID 8758802-(4-Bromophenyl)-1-morpholinoethanoneAusbeute 74,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Versuchsvorschrift

To a solution of morpholine (16 g, 183.91 mmol, 1.98 equiv) in dichloromethane (50 mL) at 0-5° C. was added a solution of 2-(4-bromophenyl)acetyl chloride (21.5 g, 92.67 mmol, 1.00 equiv) in dichloromethane (20 mL) dropwise with stirring. The reaction mixture was stirred for another hour at 0˜5° C. The reaction mixture was warmed to room temperature and diluted with 30 mL of dichloromethane. The mixture was washed with 3×50 mL of brine, dried over anhydrous sodium sulfate and concentrated under vacuum to give 19.5 g (74%) of 2-(4-bromophenyl)-1-morpholinoethanone as a white solid. LC-MS: (ES, m/z): 284 [M+H]+.

Aufarbeitung

  1. stirringThe reaction mixture was stirred for another hour at 0˜5° C
  2. washThe mixture was washed with 3×50 mL of brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-9268b3d09370447cace43fb4fe3ad2b5
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09296732B2

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