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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 39442Erstellt: 23. Oktober 2026

Acetonitrile → 1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl ester

https://huagongshe.com/de/reaction/39442

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetonitrileHCID 6342—
EduktTriethylamineHCID 8471—
Edukt5-Bromo-2,2-difluoro-1,3-benzodioxoleHCID 2736271—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelMethanolHCID 887—
Produkt1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl esterHCID 59129261212,8%

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

A solution of 5-bromo-2,2-difluoro-benzo[1,3]dioxole (11.8 g, 50.0 mmol) and tetrakis(triphenylphosphine)palladium (0) [Pd(PPh3)4, 5.78 g, 5.00 mmol] in methanol (20 mL) containing acetonitrile (30 mL) and triethylamine (10 mL) was stirred under a carbon monoxide atmosphere (55 PSI) at 75° C. (oil bath temperature) for 15 hours. The cooled reaction mixture was filtered and the filtrate was evaporated to dryness. The residue was purified by silica gel column chromatography to give crude 2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (11.5 g), which was used directly in the next step.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524910B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-40cedfe50bf042e2b18750b79218d9bb
Quellennotizuspto-grants-2013_09