Potassium Carbonate → Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonate

HRID 1454703Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1454703
Br[C:2]1[CH:3]=[CH:4][C:5]([N+:8]([O-:10])=[O:9])=[N:6][CH:7]=1.[C:11]([O:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=[O:18])[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C([O-])([O-])=O.[K+].[K+]>O1CCCC1.CN(C)C=O.O>[N+:8]([C:5]1[N:6]=[CH:7][C:2]([CH:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:11]([O:19][CH2:20][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)=[O:18])=[CH:3][CH:4]=1)([O-:10])=[O:9]

Komponenten

7

Edukt 3

HCID 11430Potassium CarbonateHCID 562228Benzyl ethyl malonateHCID 8176205-Bromo-2-nitropyridine

Produkt 1

HCID 21875897Benzyl ethyl 2-(6-nitro-3-pyridinyl)malonateAusbeute 35,8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a mixture of 5-bromo-2-nitropyridine (8.66 g, 42.7 mmol) and benzyl ethyl malonate (9.50 g, 42.7 mmol) in tetrahydrofuran (160 ml) and dimethylformamide (40 ml) was added K2CO3 (5.90 g, 42.7 mmol) and stirred under reflux temperature for 20 h. The mixture was diluted with water (11) and extracted with ethyl acetate (3×200 ml). The organic layer was washed with brine, dried (MgSO4) and concentrated to give 5.26 g of title compound as orange oil.

Aufarbeitung

  1. temperatureunder reflux temperature for 20 h
  2. extractionextracted with ethyl acetate (3×200 ml)
  3. washThe organic layer was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-9eb6aa05f81442f98aec36dbe0fdae65
Quelldatensatz
uspto-grants-2009_01
Patentnummer
US07479564B2

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