Hydrochloric Acid → Methyl Vanillate

Reaktionsgleichung

[OH:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[O:11][CH3:12].Cl.[CH3:14]O>>[CH3:14][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([OH:1])=[C:3]([O:11][CH3:12])[CH:4]=1

Komponenten

Edukt 3

HCID 313Hydrochloric Acid

HCID 887Methanol

HCID 8468Vanillic Acid

Produkt 1

HCID 19844Methyl VanillateAusbeute 91,5 %

Versuchsvorschrift

A solution of 4-hydroxy-3methoxy benzoic acid (7.2 g) in methanol (150 ml) was refluxed in presence of concentrated hydrochloric acid (0.5 ml) for 12 hrs. After concentrating under reduced pressure, the residue was dissolved in ethyl acetate (200 ml) and washed with water (50 ml) 10% sodium bicarbonate solution (2×50 ml), water (50 ml) and dried over anhydrous magnesium sulfate. Removal of the solvent under reduced pressure provided 7.25 g of 4-hydroxy-3-methoxy benzoic acid methyl ester. (Yield=91.5%).

Aufarbeitung

concentrationAfter concentrating under reduced pressure
dissolutionthe residue was dissolved in ethyl acetate (200 ml)
washwashed with water (50 ml) 10% sodium bicarbonate solution (2×50 ml), water (50 ml)
dry with materialdried over anhydrous magnesium sulfate
customRemoval of the solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag: ord-05457a0b469b492b972192d9954573fb
Quelldatensatz: uspto-grants-2010_06
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07745490B2

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