HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Hydroxybenzyl alcohol → 3-((((1,1-Dimethylethyl)dimethylsilyl)oxy)methyl)phenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Hydroxybenzyl alcohol | HCID 102 | — |
| Edukt | Imidazole | HCID 795 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 3-((((1,1-Dimethylethyl)dimethylsilyl)oxy)methyl)phenol | HCID 14940556 | 92,3% |
Reaktionsschritte
To a solution of 79 g of 3-(hydroxymethyl)phenol in 300 mL of DMF cooled at 0° C. was added 50 g of imidazole followed by 101 g of tert-butyl(chloro)dimethylsilane. The reaction was warmed to rt and stirred overnight. The reaction was quenched with aqueous NH4Cl, extracted with EtOAc and washed with brine, dried over sodium sulfate, evaporated, and purified by flash chromatography (10–30% EtOAc/hexane) to afford 140 g of the title compound as a yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07199154B2 |
| Quelldatensatz | uspto-grants-2007_04 |
| ORD ID | ord-aee082bad9f3440dbf63d25c9da2ab45 |
| Quellennotiz | uspto-grants-2007_04 |