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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 6825Erstellt: 24. Oktober 2026

Hexane → 4-(1,3-Dioxolan-2-yl)-5-tributylstannylthiazole

https://huagongshe.com/de/reaction/6825

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
EduktTributyltin ChlorideHCID 15096—
Edukt2-Bromo-4-(1,3-dioxolan-2-yl)thiazoleHCID 21952286—
EduktButyllithiumHCID 178418339—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-(1,3-Dioxolan-2-yl)-5-tributylstannylthiazoleHCID 2195206998,1%

Reaktionsschritte

2-Bromo-4-(1,3-dioxolan-2-yl) thiazole (6.4 g ,27.14 mmol) was stirred at −78° C. in dry THF (38 ml). 1.6M n butyl lithium in hexane (18.6 ml, 29.78 mmol) was added dropwise under nitrogen. After 30 min at this temperature, tributyl tin chloride (7.35 ml, 27.14 mmol) was added dropwise. The reaction was allowed to warm to 0° and water (20 ml) was added. The product was extracted into ether (3×100 ml). The combined organic extracts were dried (MgSO4 ) and evaporated. The residue was triturated with isohexane (3×100 ml) and the mother liquors were decanted, combined and concentrated to give a brown oil (11.88 g); m/z 444–450.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07084147B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-8f9cade0188a4427a37fc2196adc5311
Quellennotizuspto-grants-2006_08