Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | tert-Butyldimethylsilyl trifluoromethanesulphonate | HCID 123564 | — |
| Reactant | (3-Bromofuran-2-yl)methanol | HCID 19437133 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 90071917 | HCID 90071917 | 102.9% |
Reaction Steps
tert-Butyldimethylsilanyl triflate (17.13 g) was added slowly to a stirred, cooled solution of 3-bromo-2-hydroxymethylfuran (Intermediate 39, 10.1 g) in DCM (160 mL) and pyridine (9.57 g) while maintaining the temperature at 0° C. The mixture was allowed to warm to room temperature and stirred for 1 hour. The mixture was washed with aqueous citric acid solution, brine, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness to give 3-bromo-2-(tert-butyldimethylsilanyloxymethyl)furan (17.1 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09290472B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-4ed936c690ff45d8b92d0f2cc1e95bde |
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| Source note | uspto-grants-2016_03 |
|---|