3-Furancarboxamide,tetrahydro-N-methoxy-N-methyl-(9CI) → HCID 21702750, Verbindung

HRID 2202882Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2202882
CON(C)[C:4]([CH:6]1[CH2:10][CH2:9][O:8][CH2:7]1)=[O:5].[CH2:12]([Mg]Br)[CH3:13]>C1COCC1>[O:8]1[CH2:9][CH2:10][CH:6]([C:4](=[O:5])[CH2:12][CH3:13])[CH2:7]1

Komponenten

4

Edukt 2

HCID 450845223-Furancarboxamide,tetrahydro-N-methoxy-N-methyl-(9CI)HCID 178418443HCID 178418443, Verbindung

Produkt 1

HCID 21702750HCID 21702750, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of N-methoxy-N-methyltetrahydrofuran-3-carboxamide (4.1 g) in THF (40 ml) was added ethylmagnesium bromide (3 M in ether, 13.0 ml) at 0° C. The reaction mixture was then slowly warmed to room temperature and stirred for 4 h. The reaction mixture was quenched with saturated 1 M HCl (10 ml), and extracted with EtOAc. The extract was washed with brine, dried over Na2SO4 and concentrated in vacuo. The mixture was purified by silica gel column chromatography (hexane/EtOAc) to give the title compound (3.0 g) as a pale yellow liquid.

Aufarbeitung

  1. customThe reaction mixture was quenched with saturated 1 M HCl (10 ml)
  2. extractionextracted with EtOAc
  3. washThe extract was washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe mixture was purified by silica gel column chromatography (hexane/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-fe1e8657f0f845d4b215a5629b6c4c54
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09365540B2

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