Hydrochloric Acid → HCID 178514823, Verbindung

HRID 133015

Reaktionsgleichung

Reaktionsgleichung von HRID 133015
C([Mg]Cl)(C)C.Br[C:7]1[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=1.C([O:17][B:18]([CH:24]=[CH2:25])OCCCC)CCC.Cl>C1COCC1.O>[N:9]1[CH:10]=[CH:11][CH:12]=[C:7]([CH:25]=[CH:24][BH:18][OH:17])[CH:8]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 122863-BromopyridineHCID 236543Dibutyl Vinylboronate (stabilized with Phenothiazine)HCID 178418918HCID 178418918, Verbindung

Produkt 1

HCID 178514823HCID 178514823, VerbindungAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Isopropylmagnesium chloride (2.0 M in THF) (5.0 mL, 10 mmol) was added to a solution of 3-bromopyridine (1.60 g, 10.0 mmol) in THF (15 mL) under nitrogen atmosphere at room temperature and the mixture was stirred for 1 h. Vinylboronic acid dibutyl ester (3.4 mL) was added to the reaction dropwise and the mixture was stirred at room temperature for 18 h. Water was added and the pH was adjusted to 7 with 1 M hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried on anhydrous sodium sulfate. The solvent was removed under reduced pressure to give the title compound (1.04 g, 78%).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 18 h
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried on anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f6c3229880604ca08b2c20172511e4fc
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07390806B2

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