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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1694182Erstellt: 25. Oktober 2026

Tetrahydrofuran → 4-[1,3]Dioxolan-2-yl-3-fluoro-benzaldehyde

https://huagongshe.com/reaction/1694182

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktN-FormylmorpholineHCID 20417—
Edukt2-(4-Bromo-2-Fluorophenyl)-1,3-DioxolaneHCID 21938601—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-[1,3]Dioxolan-2-yl-3-fluoro-benzaldehydeHCID 59255459—

Reaktionsbedingungen

Temperatur-78 °C

Reaktionsschritte

To a tetrahydrofuran (600 mL) solution of 2-(4-bromo-2-fluoro-phenyl)-[1,3]dioxolane (12.5 g, 50.7 mmol) described in Manufacturing Example 204-1-1 was added dropwise n-butyl lithium (28.5 mL, 2.67 M hexane solution, 76.1 mmol) over 15 minute. The system was stirred for 5 minutes at −78° C., after which a THF solution of N-formylmorpholine (5.61 mL, 55.8 mmol) was added to this reaction solution, which was stirred for another 2.5 hours at room temperature. Water and ethyl acetate were added to this mixture, which was partitioned. The organic layer was separated, washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under a reduced pressure to obtain the title compound (9.99 g). The title compound was used in the following reaction without any further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08158657B2
Quelldatensatzuspto-grants-2012_04
ORD IDord-1770b4b7cebf45cd9197d6b6accb8fe6
Quellennotizuspto-grants-2012_04