Pyridine → HCID 820544, Verbindung

HRID 505593Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 505593
[Li+].C[Si]([N-:6][Si](C)(C)C)(C)C.[N:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[CH3:17][C:18](=[CH2:22])[C:19](Cl)=[O:20]>C1COCC1>[CH3:17][C:18](=[CH2:22])[C:19]([NH:6][C:14]1[CH:15]=[CH:16][N:11]=[CH:12][CH:13]=1)=[O:20]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 13528Methacryloyl chlorideHCID 2733832Lithium Hexamethyldisilazide

Produkt 1

HCID 820544HCID 820544, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

LiHMDS (1.0 N in THF, 23.6 mmoL, 24 mL) was added dropwise into pyridine (11.8 mmoL, 1.11 g) in THF (10 mL) at 0° C. After 10 min, 2-methyl-acryloyl chloride (11.8 mmoL, 1.43 mL) was added into the reaction at 0° C. The reaction was then slowly warmed to room temperature. The solvent was removed and the residue was partitioned between Et2O and water. The Et2O layer was washed with brine, dried over anhydrous Na2SO4, filtered and concentrated to yield a brown oil. The crude material (the brown oil) was then purified by column chromatography (silica gel, EtOAc as eluent) to yield the title compound as a reddish oil.

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was partitioned between Et2O and water
  3. washThe Et2O layer was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto yield a brown oil
  8. customThe crude material (the brown oil) was then purified by column chromatography (silica gel, EtOAc as eluent)

Quellen und Nachweise

ORD-Eintrag
ord-e94dc2168f744b77bca0b349cb483a48
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781473B2

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