Diethyl Oxalate → HCID 67158314, Verbindung

HRID 549243Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 549243
[O:1]1[CH2:6][CH2:5][C:4](=[CH:7][C:8]([CH3:10])=O)[CH2:3][CH2:2]1.O1CCC(CC(C)=O)CC1.[C:21]([O:28][CH2:29][CH3:30])(=[O:27])[C:22](OCC)=O.CC(C)([O-])C.[Na+].[OH:37][CH2:38][CH2:39][NH:40][NH2:41]>C(O)C>[OH:37][CH2:38][CH2:39][N:40]1[C:8]([CH2:7][CH:4]2[CH2:5][CH2:6][O:1][CH2:2][CH2:3]2)=[CH:10][C:22]([C:21]([O:28][CH2:29][CH3:30])=[O:27])=[N:41]1

Komponenten

7

Edukt 5

HCID 7268Diethyl OxalateHCID 80172-HydrazinoethanolHCID 217243441-(Oxan-4-yl)propan-2-oneHCID 229657531-(dihydro-2H-pyran-4(3H)-ylidene)propan-2-oneHCID 23676156Sodium t-butoxide

Produkt 1

HCID 67158314HCID 67158314, VerbindungAusbeute 101,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

The method described in Part B of Example 3 was repeated with 1-tetrahydro-4H-pyran-4-ylideneacetone (4.0 g, 28.5 mmol), and the resulting 1-tetrahydro-2H-pyran-4-ylacetone was mixed with diethyl oxalate (4.66 g, 31.9 mmol) and added to a solution of sodium tert-butoxide (3.07 g, 31.9 mmol) in ethanol (22 mL). The reaction was carried out according to the method described in Part C of Example 3 with the following modifications. Hydroxyethylhydrazine (2.43 g, 31.9 mmol) was used instead of ethylhydrazine oxalate. Extractions were carried out seven times with chloroform, and the crude product was not purified. Ethyl 1-(2-hydroxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxylate (8.2 g) was obtained as a viscous yellow oil.

Aufarbeitung

  1. extractionExtractions
  2. customthe crude product was not purified

Quellen und Nachweise

ORD-Eintrag
ord-09998cd0154548d485d2d132df3f9b04
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943636B2

Notizen zur Reaktion

Wird geladen…