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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetonitrile | HCID 6342 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 5-Bromo-2,2-difluoro-1,3-benzodioxole | HCID 2736271 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl ester | HCID 59129261 | 212,8% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08524910B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-40cedfe50bf042e2b18750b79218d9bb |
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| Quellennotiz | uspto-grants-2013_09 |
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