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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 39125Erstellt: 23. Oktober 2026

Water → (2,2-Difluoro-1,3-dioxaindan-5-yl)methanol

https://huagongshe.com/de/reaction/39125

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktSodium HydroxideHCID 14798—
EduktAluminium lithium hydrideHCID 21226445—
Edukt1,3-Benzodioxole-5-carboxylic acid, 2,2-difluoro-, methyl esterHCID 59129261—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(2,2-Difluoro-1,3-dioxaindan-5-yl)methanolHCID 1281428176%

Reaktionsschritte

Crude 2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (11.5 g) dissolved in 20 mL of anhydrous tetrahydrofuran (THF) was slowly added to a suspension of lithium aluminum hydride (4.10 g, 106 mmol) in anhydrous THF (100 mL) at 0° C. The mixture was then warmed to room temperature. After being stirred at room temperature for 1 hour, the reaction mixture was cooled to 0° C. and treated with water (4.1 g), followed by sodium hydroxide (10% aqueous solution, 4.1 mL). The resulting slurry was filtered and washed with THF. The combined filtrate was evaporated to dryness and the residue was purified by silica gel column chromatography to give (2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol (7.2 g, 76% over two steps) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08524767B2
Quelldatensatzuspto-grants-2013_09
ORD IDord-f765deacd2f44337acb767b2be988858
Quellennotizuspto-grants-2013_09