HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → HCID 86655663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | 2-[3,5-Bis(trifluoromethyl)anilino]ethan-1-ol | HCID 20129941 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86655663 | HCID 86655663 | 89.1% |
Reaction Steps
A solution of the compound (0.38 g) obtained in step 1, imidazole (0.12 g) and tert-butyldimethylchlorosilane (0.26 g) in DMAc (5 mL) was stirred at room temperature for 14 hr, poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous ammonium chloride solution and saturated brine, dried and concentrated under reduced pressure. The residue was separated and purified by silica gel column chromatography (solvent gradient; 3→10% ethyl acetate/hexane) to give N-(2-{[tert-butyl(dimethyl)silyl]oxy}ethyl)-3,5-bis(trifluoromethyl)aniline (0.48 g, 89%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592454B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-6337652b9a884d92a820c11c05b11e65 |
| Source note | uspto-grants-2013_11 |