Water → 3-(Cyclohexylmethoxy)-5-methyl-2-nitropyridine

HRID 64397Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 64397
[CH3:1][C:2]1[CH:3]=[C:4]([OH:11])[C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.Br[CH2:13][CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+].O>CN(C=O)C.CCCCCC.C(OCC)(=O)C>[CH:14]1([CH2:13][O:11][C:4]2[C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=[C:2]([CH3:1])[CH:3]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

7

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 137636Cyclohexane, (bromomethyl)-HCID 217660195-Methyl-2-nitropyridin-3-ol

Produkt 1

HCID 867134063-(Cyclohexylmethoxy)-5-methyl-2-nitropyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 21226206Ethyl acetate hexaneLösungsmittel

Reaktionsbedingungen

Temperatur
78 °C

Versuchsvorschrift

A suspension of 1 g of 5-methyl-2-nitropyridin-3-ol, 1.35 ml of (bromomethyl)cyclohexane, and 1.79 g of potassium carbonate in 10 ml of DMF was stirred at 78° C. for 12 hours. After leaving to be cooled at room temperature, to the reaction mixture were added water and hexane/ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 1.8 g of 3-(cyclohexylmethoxy)-5-methyl-2-nitropyridine.

Aufarbeitung

  1. customAfter leaving
  2. temperatureto be cooled at room temperature, to the reaction mixture
  3. customa layer separation operation
  4. washThe organic layer 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-a3c237c8dcc249478fb8b1f6f5f2c6ba
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447090B2

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