Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | HCID 178502734 | HCID 178502734 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178502738 | HCID 178502738 | 76.5% |
Reaction Steps
To a solution in N,N-dimethylformamide (91 mL) of the compound (8.52 g) obtained in step (1) above, imidazole (4.03 g) and tert-butyldimethylchlorosilane (6.86 g) were added and the mixture was stirred at room temperature for 1.5 hours. The reaction mixture was concentrated under reduced pressure and water was added to the resulting residue. After extraction with ethyl acetate, the combined organic layers were washed with water and saturated brine. The washed organic layers were dried over anhydrous magnesium sulfate and after removing the desiccant by filtration, the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=100:0-75:25) to give the titled compound as a colorless oil (10.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09422240B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-1c458c2510cc4978a3848ae35c69ca9c |
|---|
| Source note | uspto-grants-2016_08 |
|---|