Ethanol → 3-Methoxy-4-(methoxymethoxy)benzaldehyde

HRID 1030699

Reaktionsgleichung

Reaktionsgleichung von HRID 1030699
O[C:2]1[C:7](CC=C(C)C)=[C:6]([O:13][CH2:14][O:15][CH3:16])[CH:5]=[C:4](OCOC)[C:3]=1[C:21](=[O:23])C.[CH2:24]([OH:26])C>>[CH3:24][O:26][C:7]1[CH:2]=[C:3]([CH:4]=[CH:5][C:6]=1[O:13][CH2:14][O:15][CH3:16])[CH:21]=[O:23]

Komponenten

3

Versuchsvorschrift

In 95.0 ml of ethanol were dissolved 14.8 g of the 2'-hydroxy-4',6'-bis(methoxymethoxy)-3'-(3-methyl-2-butenyl)acetophenone obtained in Production Example 1 and 9.0 g of the 3-methoxy-4-methoxymethoxybenzaldehyde obtained in Production Example 17, the solution was cooled to 0° C., and 138.0 ml of a saturated solution of potassium hydroxide in ethanol was added to the solution. The temperature was elevated to room temperature and the reaction liquid was stirred for 15 hours. The reaction liquid was made acidic by an addition of hydrochloric acid and extracted with diethyl ether. The ether layer was concentrated under a reduced pressure. The reaction mixture was subjected to the column chromatography [230-400 mesh Kieselgel 60; eluting solvent=hexane/ethyl acetate (3/1)] to obtain 13.1 g (yield=57.0%) of 2'-hydroxy-3-methoxy-4,4',6'-tris(methoxymethoxy)-3'-(3-methyl-2-butenyl)chalcone.

Quellen und Nachweise

ORD-Eintrag
ord-4a674408c9f04e678b6366c3c39eb5dd
Quelldatensatz
uspto-grants-1992_04
Patentnummer
US05106871

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