Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 906436Erstellt: 24. Oktober 2026

Sodium hydride → (1-(((tert-Butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol

https://huagongshe.com/de/reaction/906436

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt1,1-Bis(hydroxymethyl)cyclopropaneHCID 4101437—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt(1-(((tert-Butyldimethylsilyl)oxy)methyl)cyclopropyl)methanolHCID 5900090470,2%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

A solution of cyclopropane-1,1-diyldimethanol (3.7 g) dissolved in ethylene glycol dimethyl ether (50 mL) was treated with 60% sodium hydride (1.449 g) at 0° C. under nitrogen. The resulting mixture was stirred at 20° C. for 1 h, treated with tert-butylchlorodimethylsilane (5.46 g) and stirred at room temperature overnight. The reaction mixture was diluted with water (250 mL), and extracted with ethyl acetate (2×250 mL). The organic was dried (MgSO4), filtered and evaporated to afford crude product. The crude product was purified (SiO2 chromatography, elution 100% DCM). Pure fractions were evaporated to dryness to afford the subtitle compound (5.50 g) as an oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08012980B2
Quelldatensatzuspto-grants-2011_09
ORD IDord-3550cdff5c8e47f3abd24d89c79ace22
Quellennotizuspto-grants-2011_09