HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → 4-(Tert-butyldimethylsilyloxymethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 4-Hydroxymethylpyridine | HCID 11472 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Tert-butyldimethylsilyloxymethyl)pyridine | HCID 10987880 | 46% |
Reaction Steps
A mixture of pyridin-4-ylmethanol (8.0 g, 73 mmol), tert-butyldimethylsilyl chloride (14.3 g, 95 mmol) and imidazole (12.9 g, 0.19 mol) in DMF (40 mL) was stirred overnight at room temperature. The reaction was poured onto water and extracted twice with ethyl acetate. The combined organic phases were dried (MgSO4) and evaporated under reduced pressure to yield the title compound as yellow oil (7.5 g, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790728B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-17d1148fe342484b8a43bfa0f623c223 |
| Source note | uspto-grants-2010_09 |