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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1592187Erstellt: 27. Oktober 2026

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

https://huagongshe.com/reaction/1592187

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
PatentnummerUS07291730B2
Quelldatensatzuspto-grants-2007_11
ORD IDord-09b21f20d6374f3bb93da580a8c12691
Quellennotizuspto-grants-2007_11