Morpholine → HCID 90408881, Verbindung

HRID 594091Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594091
Cl[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([Cl:10])[N:3]=1.[NH:11]1[CH2:16][CH2:15][O:14][CH2:13][CH2:12]1>>[Cl:10][C:4]1[N:3]=[C:2]([N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=1

Komponenten

3

Edukt 2

HCID 8083MorpholineHCID 33199932,6-Dichloro-4-methoxypyridine

Produkt 1

HCID 90408881HCID 90408881, VerbindungAusbeute 43 %

Reaktionsbedingungen

Temperatur
130 °C

Versuchsvorschrift

A mixture of 2,6-dichloro-4-methoxypyridine (1.0 equiv.) and morpholine (20 equiv.) were heated to 130° C. for 40 min in the microwave. The reaction mixture was centrifuged and the soluble portion was removed from solids. Water was added to the soluble portion which resulted in precipitation of product. This mixture was centrifuged and the soluble portion was discarded. The remaining solids were partitioned between water and EtOAc. The organic phase was washed with brine and dried over sodium sulfate. The solution was concentrated and dried under vacuo to give 4-(6-chloro-4-methoxypyridin-2-yl)morpholine in 43% yield. LCMS (m/z) (M+H)=229.1, Rt=0.76 min.

Aufarbeitung

  1. customthe soluble portion was removed from solids
  2. additionWater was added to the soluble portion which
  3. customresulted in precipitation of product
  4. customThe remaining solids were partitioned between water and EtOAc
  5. washThe organic phase was washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationThe solution was concentrated
  8. customdried under vacuo

Quellen und Nachweise

ORD-Eintrag
ord-e392d44616374ad7a54aaabd9a86622b
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242969B2

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