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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 38382Erstellt: 24. Oktober 2026

Methyl iodide → Methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine

https://huagongshe.com/de/reaction/38382

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktPotassium CarbonateHCID 11430—
Edukt2,3-Dihydro-1,4-benzodioxin-6-olHCID 9115273—
KatalysatorTetrabutylammonium IodideHCID 67553—
LösungsmittelDimethylformamideHCID 6228—
ProduktMethyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxineHCID 2162481985%

Reaktionsschritte

To a mixture of K2CO3 (47.54 g, 344 mmol) and Bu4NI (1.256 g, 3.4 mmol) in DMF was added 2,3-dihydro-benzo[1,4]dioxin-6-ol (26.2 g, 172 mmol) followed by iodomethane (16.1 ml, 258 mmol). After 16 hours the mixture was filtered. The solution was mixed with H2O and extracted with ethyl acetate. The combined organics were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. Purification via flash chromatography (95:5 hexane/ethyl acetate) afforded methyl 6-methoxy-2,3-dihydro-benzo[1,4]dioxine (24.23 g, 85%) as a clear oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524725B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-88354675dfb54aa5b93c85ab368323b4
Quellennotizuspto-grants-2013_09