Ethyl 2-pyridylacetate → Nsc74475

HRID 23961

Reaktionsgleichung

Reaktionsgleichung von HRID 23961
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].[N:13]([O-])=[O:14].[Na+]>C(O)(=O)C.O>[OH:14][N:13]=[C:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9]

Komponenten

5

Edukt 2

HCID 75960Ethyl 2-pyridylacetateHCID 23668193Sodium Nitrite

Produkt 1

HCID 135543845Nsc74475Ausbeute 95,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a stirring solution of ethyl pyridine-2-acetate (12.6 g, 76.3 mmol) in acetic acid (19 mL) at 5° C. was added a solution of sodium nitrite (6.05 g, 87.7 mmol) in water (12 mL) at a rate sufficient to maintain the internal temperature below 15° C. After complete addition and an additional 30 min, an additional 30 mL of water was added. The resulting white precipitate was filtered, washed with water, saturated aqueous NaHCO3, and again with water. The solid was then dried under vacuum to give 14.1 g (95%) of the title compound.

Aufarbeitung

  1. temperatureto maintain the internal temperature below 15° C
  2. additionAfter complete addition
  3. filtrationThe resulting white precipitate was filtered
  4. washwashed with water, saturated aqueous NaHCO3
  5. customThe solid was then dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a7f6fb272a334a2483dacd0a71bbf705
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06855715B1

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