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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2261108Erstellt: 27. Oktober 2026

Water → 5-(1,3-Dioxolan-2-yl)-2-methylbenzofuran

https://huagongshe.com/reaction/2261108

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktMethyl iodideHCID 6328—
Edukt5-(1,3-Dioxolan-2-yl)-1-benzofuranHCID 55255325—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-(1,3-Dioxolan-2-yl)-2-methylbenzofuranHCID 5746967670%

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

5-[1,3]Dioxolan-2-yl-benzofuran (50 mg, 0.26 mmol) was dissolved in THF (2 mL) and the solution was cooled down to −78° C. Butyl lithium (180 uL, 1.1 eq.) was added dropwise. This mixture was stirred 30 min at 25° C. Then the reaction mixture was cooled down to −78° C. and iodomethane (18.1 uL, 1.1 eq.) dissolved in 1 mL THF was added dropwise to the reaction mixture. The temperature was increased slowly to room temperature overnight. Despite some starting material was detected, water and ethyl acetate were added to the mixture and the aqueous layer was extracted 3 times. Combined organic phases was dried over MgSO4, filtrated and evaporated to give 2-methyl-5-[1,3]dioxolan-2-yl-benzofuran (41.2 mg, 70%) sufficiently pure to be used in the next step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07846925B2
Quelldatensatzuspto-grants-2010_12
ORD IDord-d4dfb744593846dfa53119146824ee3a
Quellennotizuspto-grants-2010_12