Methanol → HCID 58307466, Verbindung

HRID 222791

Reaktionsgleichung

Reaktionsgleichung von HRID 222791
[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:14])=[CH:8][C:9](=O)[O:10][C:11]=1[CH3:12])=[O:5])[CH3:2].Cl.[NH2:16][NH2:17].CO>C([O-])([O-])=O.[K+].[K+]>[CH2:1]([O:3][C:4]([C:6]1[C:7]([CH3:14])=[CH:8][C:9](=[O:10])[N:16]([NH2:17])[C:11]=1[CH3:12])=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 887MethanolHCID 76918ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylateHCID 115031Hydrazinium chloride

Produkt 1

HCID 58307466HCID 58307466, VerbindungAusbeute 7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 11430Potassium CarbonateLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylic acid ethyl ester (3.2 mL, 19 mmol) and hydrazine monohydrochloride (1.4 g, 20 mmol) in methanol (16 mL, 0.39 mmol) was heated under microwave irradiation for 2.5 hrs at 150° C. Reaction was taken up in sat. aq. K2CO3 (40 mL) and extracted with ethyl acetate (3×40 mL). The combined organic phases were washed with brine, dried over MgSO4, evaporated and purified by flash chromatography. Yield 7%. 1H NMR (500 MHz, CDCl3): 6.35 (s, 1H), 5.12 (s, 2H), 4.35 (q, J=7.1 Hz, 2H), 2.53 (s, 3H), 2.21 (s, 3H), 1.37 (t, J=7.1 Hz, 3H).

Aufarbeitung

  1. customReaction
  2. extractionextracted with ethyl acetate (3×40 mL)
  3. washThe combined organic phases were washed with brine
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. custompurified by flash chromatography

Quellen und Nachweise

ORD-Eintrag
ord-cafca3c763bb4a119ded67a4451b45ac
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207347B2

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