2'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(2-propenyl)acetophenone → 4-(Methoxymethoxy)benzaldehyde

HRID 2254239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2254239
O[C:2]1[C:7](CC=C)=[C:6]([O:11][CH2:12][O:13][CH3:14])[CH:5]=[C:4](OCOC)[C:3]=1[C:19](=[O:21])C>C(O)C>[CH3:14][O:13][CH2:12][O:11][C:6]1[CH:7]=[CH:2][C:3]([CH:19]=[O:21])=[CH:4][CH:5]=1

Komponenten

3

Edukt 1

HCID 197448852'-Hydroxy-4',6'-bis(methoxymethoxy)-3'-(2-propenyl)acetophenone

Produkt 1

HCID 2500744-(Methoxymethoxy)benzaldehydeAusbeute 119,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

In 40 ml of ethanol were dissolved 20.4 g of the 2'-hydroxy-4',6'-bis(methoxymethoxy)-3'-(2-propenyl)acetophenone obtained in Production Example 6 and 13.7 g of the p-methoxymethoxybenzaldehyde obtained in Production Example 23, and a 50% solution of potassium hydroxide in ethanol was added to the solution and the mixture was stirred at room temperature overnight to effect a reaction. After the reaction, the reaction mixture was neutralized with dilute hydrochloric acid and extracted with ethyl acetate, and the solvent was removed from the ethyl acetate layer by distillation. The obtained residue was crystallized from methanol to obtain 26.3 g (yield=85.9%) of 2'-hydroxy-4,4',6'-tris(methoxymethoxy)-3'-(2-propenyl)chalcone in the form of a yellow prism.

Quellen und Nachweise

ORD-Eintrag
ord-6b4188332a5f4308ab523bb1cbc3adee
Quelldatensatz
uspto-grants-1993_08
Patentnummer
US05234951

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