HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrabutylammonium Fluoride → 1-(1-Ethoxymethyl-4-hydroxymethyl-1H-imidazol-2-yl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 1-[1-Ethoxymethyl-4-(triethylsilyloxymethyl)-1H-imidazol-2-yl]ethanone | HCID 71087197 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(1-Ethoxymethyl-4-hydroxymethyl-1H-imidazol-2-yl)ethanone | HCID 68271927 | — |
Reaction Steps
The compound (520 mg) obtained in (4) was dissolved in THF (10 mL), followed by addition of tetrabutylammonium fluoride (TBAF, 1.0 M THF solution, 3.32 mL) under stirring, and the stirring was continued for 1 hour. The reaction solution was concentrated under reduced pressure, and the resulting residue was purified by flash chromatography (ethyl acetate/hexane=25%→100%) using amino column (product name: SNAP Cartridge KP-NH 55 g, manufactured by Biotage, Ltd.) to afford the title compound (288 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08653126B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-6d331297395d4da8b63cfab11b23c446 |
| Source note | uspto-grants-2014_02 |