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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1759909Erstellt: 25. Oktober 2026

2-Butyn-1-ol → 4-(2-Butynyloxy)-6-(2-chloro-5-methyl-6-fluorobenzyl)pyrimidine

https://huagongshe.com/reaction/1759909

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Butyn-1-olHCID 12991—
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
Edukt4-Chloro-6-(2-chloro-5-methyl-6-fluorobenzyl)pyrimidineHCID 22599672—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(2-Butynyloxy)-6-(2-chloro-5-methyl-6-fluorobenzyl)pyrimidineHCID 22599688106,8%

Reaktionsschritte

In 2 ml of tetrahydrofuran was suspended 0.04 g of sodium hydride (60% in oil), to which 0.6 ml of a tetrahydrofuran solution containing 0.06 g of 2-butyn-1-ol was slowly added dropwise with stirring at room temperature. The mixture was then stirred at room temperature for 20 minutes, to which 0.6 ml of a tetrahydrofuran solution containing 0.2 g of 4-chloro-6-(2-chloro-5-methyl-6-fluorobenzyl)pyrimidine was slowly added dropwise at room temperature, followed by stirring for 4 hours. The reaction mixture was then poured into a saturated aqueous ammonium chloride solution and extracted three times with chloroform. The chloroform layers were combined, washed with water, dried over anhydrous magnesium sulfate, and then concentrated. The residue was subjected to silica gel column chromatography to give 0.24 g of 4-(2-butynyloxy)-6-(2-chloro-5-methyl-6-fluorobenzyl)pyrimidine (the present compound (121)).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06838463B2
Quelldatensatzuspto-grants-2005_01
ORD IDord-3eaab04ef2b6412986ee282c75e3758e
Quellennotizuspto-grants-2005_01