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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 984646Erstellt: 24. Oktober 2026

Cesium carbonate → HCID 11310736, Verbindung

https://huagongshe.com/de/reaction/984646

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
EduktBenzene, 1-iodo-3-methoxy-HCID 69839—
Edukt5-Methyl-1,10-phenanthrolineHCID 72791—
Edukt1-Phenylethanol, (R)-HCID 637516—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelTolueneHCID 1140—
ProduktHCID 11310736HCID 1131073676%

Reaktionsbedingungen

Temperatur110 °C

Reaktionsschritte

A test tube was charged with CuI (20 mg, 0.10 mmol, 10 mol %), 5-methyl-1,10-phenanthroline (39 mg, 0.20 mmol, 20 mol %), Cs2CO3 (652 mg, 2.0 mmol), 3-iodoanisole (119 μL, 1.0 mmol), (R)-(+)-1-phenylethanol (205 μL, 1.7 mmol, >99% ee) and toluene (1 mL). The test tube was sealed and the reaction mixture was stirred at 110° C. for 32 h. The resulting suspension was cooled to room temperature and filtered through a 0.5×1 cm pad of silica gel eluting with ethyl acetate. The filtrate was concentrated. Purification of the residue by flash chromatography on silica gel (2×20 cm; hexane/ethyl acetate 30:1) provided 173 mg (76% yield, 98% ee) of the title compound as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06867298B2
Quelldatensatzuspto-grants-2005_03
ORD IDord-5f727b1700d045d6bf915b5fe38d84bd
Quellennotizuspto-grants-2005_03