HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 5-(Tert-butyldimethylsilyloxy)-2-fluorobenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 2-Fluoro-5-hydroxybenzaldehyde | HCID 587247 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(Tert-butyldimethylsilyloxy)-2-fluorobenzaldehyde | HCID 13861695 | — |
Reaction Steps
Compound 508 (1.5 g, 10.7 mmol) was dissolved in dry DMF (40 mL) under an argon atmosphere. tert-Butyl-chloro-dimethyl-silane (2.43 g, 16.1 mmol) and imidazole (1.1 g, 16.1 mmol) was added. Stirred at RT for 2 h, added EtOAc (250 mL) and then washed with water (2×100 mL), 4% MgSO4 (2×75 mL), dried (MgSO4), filtered, and concentrated in vacuo to afford the crude product as yellow oil. Purified by chromatography using EtOAc/petroleum ether (40-60)(1:20) as the eluent, affording the title compound as an colourless, clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977387B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-53b0c7c024f14f7a94e90f85814a9069 |
| Source note | uspto-grants-2011_07 |