HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Imidazole → 4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Imidazole | HCID 795 | — |
| Edukt | 1,4-Butanediol | HCID 8064 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 4-(Dimethyl-tert-butylsilyl)oxybutan-1-ol | HCID 186403 | 66,5% |
Reaktionsschritte
A solution of 1,4-butanediol (10.54 g, 0.117 mol) in dry THF (100 mL) was treated with t-butyl dimethylsilylchloride (17.30 g, 0.114 mol) and imidazole (7.80 g, 0.114 mol). After 2 h at room temperature, work-up with ethyl acetate and water, followed by drying the organic phase and concentration, gave a crude product that was purified by silica gel flash chromatography (being eluted with 20% ethyl acetate in hexane) to yield 15.5 g (Y: 65%) of 4-(t-butyldimethylsilyloxy)-1-butanol (XXVIIa) as a colorless oil; 1H-NMR (CDCl3, 300 MHz) δ ppm: 3.58 (m, 4H) 1.58 (m, 4H) 0.84 (s, 9H) 0.01 (s, 6H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05272171 |
| Quelldatensatz | uspto-grants-1993_12 |
| ORD ID | ord-d6628943fa9846129d186856ab16d51b |
| Quellennotiz | uspto-grants-1993_12 |