HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [2-(3-Bromofuran-2-yl)-ethoxy]-tert-butyldimethylsilane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | 2-(3-Bromofuran-2-yl)ethan-1-ol | HCID 63943836 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [2-(3-Bromofuran-2-yl)-ethoxy]-tert-butyldimethylsilane | HCID 66692617 | 84.7% |
Reaction Steps
tert-Butyldimethylsilyl trifluoromethanesulfonate (4.47 g) was added to a solution of 2-(3-bromofuran-2-yl)-ethanol (Intermediate 35, 2.94 g) and pyridine (2.43 g) in DCM (40 mL) and the mixture was stirred for 90 minutes. Water was added and the organic layer was separated, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of DCM and cyclohexane with a gradient of 0-25% to give [2-(3-bromo-furan-2-yl)-ethoxy]-tert-butyldimethylsilane (3.98 g) as a colourless oil. The material was used without further characterisation.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09266896B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-b7f9937529a349f88f226611d4357716 |
| Source note | uspto-grants-2016_02 |