Benzaldehyde → HCID 66718302, Verbindung

HRID 1514725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1514725
C([O:3][C:4]([C:6]1[C:7]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=2)=[N:8][O:9][C:10]=1[CH3:11])=[O:5])C.[CH:18](=O)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.CC[O-].[Na+].Cl>C(O)C>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:7]1[C:6]([C:4]([OH:3])=[O:5])=[C:10](/[CH:11]=[CH:18]/[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[O:9][N:8]=1

Komponenten

6

Edukt 4

HCID 240BenzaldehydeHCID 313Hydrochloric AcidHCID 2723922Sodium ethoxideHCID 22309063HCID 22309063, Verbindung

Produkt 1

HCID 66718302HCID 66718302, VerbindungAusbeute 61 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-methyl-3-pyridin-2-yl-isoxazole-4-carboxylic acid ethyl ester (3.0 g, 13 mmol) and benzaldehyde (1.32 mL, 13 mmol) in ethanol (20 mL) was added sodium ethylate (0.97 g, 14 mmol) and the reaction mixture was stirred at reflux for 40 min. Aqueous hydrochloric acid (1 M, 14 mL) was added and stirring was continued for 15 min. The precipitate was filtered and dried to afford the title compound (2.3 g, 61%) as an off-white solid. MS: m/e=290.9 [M−H]−.

Aufarbeitung

  1. temperatureat reflux for 40 min
  2. stirringstirring
  3. filtrationThe precipitate was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-1d92b7294d2a4c45be40e0404742633a
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08222246B2

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