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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 424796Erstellt: 24. Oktober 2026

Cesium fluoride → Methyl 2-ethynylbenzoate

https://huagongshe.com/de/reaction/424796

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium fluorideHCID 25953—
EduktMethyl 2-((trimethylsilyl)ethynyl)benzoateHCID 11053512—
LösungsmittelAcetonitrile--water (1/1)HCID 18373917—
ProduktMethyl 2-ethynylbenzoateHCID 37328796,3%

Reaktionsschritte

To a solution of 2-trimethylsilanylethynyl-benzoic acid methyl ester (540 mg, 2.32 mmol) in acetonitrile/water (20 mL/5 mL) is added cesium fluoride (1.41 g, 9.30 mmol). The reaction is stirred at room temperature. After 4 h, the reaction is concentrated and the residue is partitioned between EtOAc (100 mL) and 0.2N HCl (30 mL). The aqueous layer is extracted with EtOAc (100 mL) and the combined organic layers are washed with brine, dried (MgSO4), filtered, and concentrated. The residue is chromatographed eluting with 0 to 5% EtOAc/Hexanes to yield the title compound (358 mg, 96%). GC/MS: 160.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08106077B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-b2bc4d24489c4b2ca44e931528859e18
Quellennotizuspto-grants-2012_01