HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 1-[4-Hydroxymethyl-1-(2-propenyl)-1H-imidazol-2-yl]ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-[4-(tert-Butyldiphenylsilyloxymethyl)-1-(2-propenyl)-1H-imidazol-2-yl]ethanone | HCID 89262210 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-[4-Hydroxymethyl-1-(2-propenyl)-1H-imidazol-2-yl]ethanone | HCID 86674732 | — |
Reaction Steps
The compound (0.750 g) obtained in (2) was dissolved in THF (50 mL), followed by addition of TBAF (1.0 M THF solution, 1.79 mL) under stirring, and the stirring was continued for 1 hour. The reaction solution was concentrated, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=5%-÷100%) using amino column (product name: Hi-Flash Column 3 L, manufactured by Yamazen Corporation), washed with ethyl acetate/hexane, and subsequently dried to afford the title compound (0.280 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653126B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-c4e4ec8c1b1a4002a63874fea0b7400e |
| Source note | uspto-grants-2014_02 |