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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | 1,1-Bis(hydroxymethyl)cyclopropane | HCID 4101437 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | (1-(((tert-Butyldimethylsilyl)oxy)methyl)cyclopropyl)methanol | HCID 59000904 | 70,2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US08012980B2 |
|---|
| Quelldatensatz | uspto-grants-2011_09 |
|---|
| ORD ID | ord-3550cdff5c8e47f3abd24d89c79ace22 |
|---|
| Quellennotiz | uspto-grants-2011_09 |
|---|