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

HRID 558140Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 558140
[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9]Br.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1.C(N(C(C)C)CC)(C)C>C(#N)C>[Br:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[CH2:9][N:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1

Komponenten

5

Edukt 3

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 107069772-Bromo-1-(bromomethyl)-4-fluorobenzene

Produkt 1

HCID 510751744-(2-Bromo-4-fluorobenzyl)morpholineAusbeute 95,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
81 °C

Versuchsvorschrift

Combine 2-bromo-1-bromomethyl-4-fluoro-benzene (4 g, 14.9 mmol), morpholine (2.6 mL, 29.8 mmol), and diisopropylethylamine (5.2 mL, 29.8 mmol) in acetonitrile (10.0 mL). Heat the reaction mixture at 81° C. for 2 h and cool to RT. Remove the solvent under reduced pressure. Dilute with DCM and wash with water and then aqueous saturated sodium chloride. Dry the organics over sodium sulfate. Filter and remove the solvent under reduced pressure to obtain the title compound (3.9 g, 95%). LCMS (ES) m/z 274 [M+1]+.

Aufarbeitung

  1. temperaturecool to RT
  2. customRemove the solvent under reduced pressure
  3. additionDilute with DCM
  4. washwash with water
  5. dry with materialDry the organics over sodium sulfate
  6. filtrationFilter
  7. customremove the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d0b7435402014f4f8423aa7233a3c960
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063035B2

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