HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → (S)-(4-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)(tert-butyl)dimethyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (S)-4-bromo-7-fluoro-2,3-dihydro-1H-inden-1-ol | HCID 86697104 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-(4-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-yloxy)(tert-butyl)dimethyl-silane | HCID 86697280 | — |
Reaction Steps
(S)-4-bromo-7-fluoro-2,3-dihydro-1H-inden-1-ol (6.8 g) and imidazol (5 g) are dissolved at 0° C. in N,N-dimethylformamide (NMP, 25 mL), treated with tert.-butyldimethylchlorosilane (6.3 g) and stirred for 2 hours at room temperature. Water is added and the mixture is stirred for 10 minutes. Then the mixture is partitioned between 1 M hydrochloric acid and ethyl acetate. The organic phase is dried (MgSO4) and concentrated to give the title compound. Yield: 9.25 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642585B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-265cebac5c4c40388c96f979e36b018c |
| Source note | uspto-grants-2014_02 |