HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (S)-4-bromo-1-hydroxy-indan-5-carbonitrile | HCID 86700772 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrile | HCID 123266554 | — |
Reaction Steps
(S)-4-Bromo-1-hydroxy-indan-5-carbonitrile (0.90 g, 3.78 mmol), imidazole (0.64 g, 9.45 mmol) and tert-butyldimethylchlorosilane (0.80 g, 5.29 mmol) are suspended in dry N,N-dimethylformamide and stirred at room temperature for 3 hours. The mixture is diluted with water and extracted with ethyl acetate. The organic extracts are dried and the solvent removed to give the crude product which is used directly in the next step (Yield 1.20 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09308194B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-387363667b5943e4a343ac8bb203ef8a |
| Source note | uspto-grants-2016_04 |