Methane, dichloromethoxy- → HCID 86682039, Verbindung

A solution of 2′-hydroxy-4′,5′-dimethoxyacetophenone (1.0 g, 5.1 mmol) in methylene chloride (20 mL) was added with dichloromethyl methyl ether (1.6 g, 14 mmol) under an argon atmosphere. Then, the mixture was slowly added with titanium(IV) chloride (2.2 mL, 20 mmol) at 0° C., and then the mixture was refluxed for 18 hours by heating. The reaction mixture was added with ice water, the mixture was extracted with ethyl acetate, and the organic layer was washed successively with water and saturated brine, and then dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure, and then the residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (3:1→1:1)) to obtain 3-acetyl-2-hydroxy-5,6-dimethoxybenzaldehyde (0.12 g, 10%).

1. temperaturethe mixture was refluxed for 18 hours
2. temperatureby heating
3. extractionthe mixture was extracted with ethyl acetate
4. washthe organic layer was washed successively with water and saturated brine
5. dry with materialdried over anhydrous magnesium sulfate
6. concentrationThe organic layer was concentrated under reduced pressure
7. washthe residue was subjected to silica gel column chromatography (eluted with hexane/ethyl acetate (3:1→1:1))

ORD-Eintrag

ord-6ce7a8ee789c45bb86c71461c78a63b6

Quelldatensatz

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09156827B2