Phosphoric Acid → 3-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol

HRID 1630387Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1630387
C[Mg]I.C([O:6][CH2:7][CH3:8])C.[CH2:9](OCC)C.[Br:14][C:15]1[N:20]=[C:19]([C:21](C)([CH3:27])[C:22](OCC)=O)[CH:18]=[CH:17][CH:16]=1.P(=O)(O)(O)O>O>[Br:14][C:15]1[N:20]=[C:19]([C:21]([CH3:22])([CH3:27])[C:7]([CH3:8])([OH:6])[CH3:9])[CH:18]=[CH:17][CH:16]=1

Komponenten

6

Edukt 4

HCID 1004Phosphoric AcidHCID 3283Diethyl EtherHCID 86616118Ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionateHCID 178467823HCID 178467823, Verbindung

Produkt 1

HCID 866161193-(6-Bromopyridin-2-yl)-2,3-dimethylbutan-2-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

In a nitrogen atmosphere, 13 mL of 2 M methylmagnesium iodide/diethyl ether solution was added to diethyl ether (20 mL) solution of 2.72 g of ethyl 2-(6-bromopyridin-2-yl)-2-methylpropionate with cooling in an ice bath. The reaction liquid was stirred at room temperature for 3 hours, and then water and aqueous 10% phosphoric acid solution were added thereto, extracted with diethyl ether, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water, and then dried with anhydrous magnesium sulfate. After concentrated under reduced pressure, the residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 8/1) to obtain 1.47 g of the entitled compound as a colorless oily substance.

Aufarbeitung

  1. temperaturewith cooling in an ice bath
  2. customThe reaction liquid
  3. extractionextracted with diethyl ether
  4. washwashed with aqueous saturated sodium hydrogencarbonate solution and saturated saline water
  5. dry with materialdried with anhydrous magnesium sulfate
  6. concentrationAfter concentrated under reduced pressure
  7. customthe residue was purified through silica gel column chromatography (hexane/ethyl acetate=9/1 to 8/1)

Quellen und Nachweise

ORD-Eintrag
ord-4aaf1a64372a4aac90e9e92f08995df0
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08791125B2

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