HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → [(3-Bromo-4-methoxybenzyl)oxy] (tert-butyl) dimethyl silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Reactant | (3-Bromo-4-methoxyphenyl)methanol | HCID 13551346 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [(3-Bromo-4-methoxybenzyl)oxy] (tert-butyl) dimethyl silane | HCID 86625718 | 100.8% |
Reaction Steps
To a solution of 98.8 g of the compound obtained in Step 204-1 in DMF (455 ml) was added 72.0 g of TBSCl and 62.0 g of imidazole under ice cooling, and the reaction mixture was stirred for 10 minutes. The solution was warmed to room temperature then stirred for two hours, water and Et2O were added and liquid separation was performed. The organic layer was washed with saturated brine and dried over MgSO4, then, the drying agent was separated by filtration and the solvent was evaporated under reduced pressure. n-hexane was used on the obtained solid residue for a recovery by filtration to obtain 152 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030499B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-4157bc0c1aa343cca3573b56b903fd06 |
| Source note | uspto-grants-2011_10 |