Morpholine → 4-(5-Chloro-3-nitropyridin-2-yl)morpholine

HRID 1431378Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1431378
[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](F)=[N:6][CH:7]=1.[NH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1>C1COCC1.CCOC(C)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[N:6][CH:7]=1

Komponenten

5

Edukt 2

HCID 8083MorpholineHCID 122757685-Chloro-2-fluoro-3-nitropyridine

Produkt 1

HCID 596312064-(5-Chloro-3-nitropyridin-2-yl)morpholine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a stirred solution of 5-chloro-2-fluoro-3-nitropyridine (5 g, 28 mmol) in THF (40 mL) was added morpholine (4 mL, 42 mmol). The reaction was stirred at 0° C. for ten min, at rt for 1 h, and refluxed for four h. The reaction was then cooled to rt, taken up in EtOAc, and washed with satd aq. sodium bicarbonate and brine. The organic layer was dried (magnesium sulfate) and concentrated, affording 4-(5-chloro-3-nitropyridin-2-yl)morpholine as a yellow oil. Mass Spectrum (ESI) m/e=244.0 (M+1).

Aufarbeitung

  1. temperaturerefluxed for four h
  2. temperatureThe reaction was then cooled to rt
  3. washwashed with satd aq. sodium bicarbonate and brine
  4. dry with materialThe organic layer was dried (magnesium sulfate)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-947a7104fc6143e9a402bcbce6dcbf96
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08940724B2

Notizen zur Reaktion

Wird geladen…