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1-Bromo-2,2-dimethylpropane → HCID 58612135, Verbindung

HRID 1049464
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1049464
Br[CH2:2][C:3]([CH3:6])([CH3:5])[CH3:4].[Mg].Br[C:9]1[C:10]([O:15][CH3:16])=[N:11][CH:12]=[CH:13][CH:14]=1.[Cl-].[NH4+]>C(OCC)C.C1COCC1.CC(C1C=CC=C(C(C)C)C=1N1[C-]=[N+](C2C(C(C)C)=CC=CC=2C(C)C)CC1)C>[CH3:16][O:15][C:10]1[C:9]([CH2:2][C:3]([CH3:6])([CH3:5])[CH3:4])=[CH:14][CH:13]=[CH:12][N:11]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

8

Edukt 4

HCID 124151-Bromo-2,2-dimethylpropaneHCID 25517Ammonium ChlorideHCID 5462224MagnesiumHCID 125333903-Bromo-2-methoxypyridine

Produkt 1

HCID 58612135HCID 58612135, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 10883669SIPr
Katalysator
HCID 3283Diethyl EtherLösungsmittel
HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under an argon atmosphere, a solution of 1-bromo-2,2-dimethylpropane (14.8 mL) in diethyl ether (120 mL) was added dropwise to magnesium (3.15 g) at a slow refluxing rate. The reaction mixture was heated under reflux for 30 min, and the obtained solution was added dropwise to a solution of 3-bromo-2-methoxypyridine (4.43 g) and PEPPSI™-SIPr (trade name) (805 mg) in THF (80 mL) at room temperature. The reaction mixture was stirred at room temperature for 30 min, and saturated aqueous ammonium chloride solution was added at room temperature. The reaction mixture was extracted with ethyl acetate, and the extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound (4.24 g) as a pale-yellow oil. This compound was used for the next step without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was heated
  2. temperatureunder reflux for 30 min
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. washthe extract was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-276c3ac8f3554b84a035083cd4b108c5
Quelldatensatz
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09382188B2

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