HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(4-Bromophenyl)cyclobutanol | HCID 12095419 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silane | HCID 21985972 | 93% |
Reaction Steps
TBSOTf (360 μL, 1.57 mmol) was added to a 0° C. solution of 3-1 (235 mg, 1.04 mmol) and triethylamine (450 μL, 3.23 mmol) in dichloromethane (3 mL). The reaction was allowed to warm to room temperature and after 1 h, saturated NaHCO3 solution was added. The resulting mixture was extracted with ethyl acetate (3×30 mL) and the combined ethyl acetate solution was washed with brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (hexanes) gave 3-2 (329 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07091231B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-3369d74bfe9e4f18bb09dcce8d3f401e |
| Source note | uspto-grants-2006_08 |