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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1598841Erstellt: 26. Oktober 2026

Sodium Carbonate → 5-(4-Fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxole

https://huagongshe.com/reaction/1598841

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt5,6-Dibromo-1,3-dioxaindaneHCID 225814—
Edukt4-Fluorophenylboronic acidHCID 285645—
Edukt4-(Methylthio)phenylboronic acidHCID 2733959—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
Produkt5-(4-Fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxoleHCID 10830847142,6%

Reaktionsschritte

Under nitrogen, 1 g of Pd(PPh3)4 was added to a stirred solution of 4 g (14.3 mmol) of 5,6-dibromo-1,3-benzodioxole (Lancaster), 2.4 g (17.2 mmol) of 4-fluorophenyl boronic acid, and 2.87 g (17.2 mmol) of 4-methylthiophenylboronic acid (Example 1, Step 2) in 70 mL of toluene, 40 mL of ethanol, and 30 mL of 2M Na2CO3. After vigorous stirring at reflux overnight, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, and dried over Na2 SO4. Concentration in vacuo gave 6.9 g of 5-(4-fluorophenyl)-6-[4-(methylthio)phenyl]-1,3-benzodioxole as a semi-solid which was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05739166
Quelldatensatzuspto-grants-1998_04
ORD IDord-692ea6792de14155887aaeb3fdd82e1d
Quellennotizuspto-grants-1998_04