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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 413789Erstellt: 25. Oktober 2026

Water → 2-(Benzyloxy)-3-methoxybenzaldehyde

https://huagongshe.com/reaction/413789

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktBenzyl BromideHCID 7498—
Edukto-VanillinHCID 8991—
EduktPotassium CarbonateHCID 11430—
KatalysatorPotassium IodideHCID 4875—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(Benzyloxy)-3-methoxybenzaldehydeHCID 126808781%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

Benzyl bromide (8.6 ml) was added to a stirred solution of 3-methoxysalicylaldehyde (10 g), potassium carbonate (14.76 g) and potassium iodide (0.12 g) in DMF (120 ml) under an atmosphere of argon. The reaction was heated at 70° C. for 16 hours. Water (200 ml) was added causing the precipitation of a brown oil which crystallised on cooling. The solid was filtered, washed with water, dissolved in dichloromethane and dried (MgSO4). The solvent was removed in vacuo to give an oil which crystallised on trituration with iso-hexane to give the product as an off white solid (12.85 g, 81%); NMR d (CD3SOCD3) 3.91 (s, 3H), 5.15 (s, 2H), 7.14-7.22 (m, 2H), 7.29-7.42 (m, 6H), 10.10 (t, 1H); M/z (+) 243 (MH+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06569888B1
Quelldatensatzuspto-grants-2003_05
ORD IDord-85cf6ef0ec784178b2581fde72b3ab84
Quellennotizuspto-grants-2003_05