HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 3-(Bromomethyl)-6-[(tert-butyl(dimethyl)silyl)oxy]-1,2-benzisoxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Benzyl Peroxide | HCID 11229634 | — |
| Reactant | 3-Methyl-6-[(tert-butyl(dimethyl)silyl)oxy]-1,2-benzisoxazole | HCID 23117107 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 3-(Bromomethyl)-6-[(tert-butyl(dimethyl)silyl)oxy]-1,2-benzisoxazole | HCID 23117138 | 68% |
Reaction Steps
NBS (12.7 g, 71.5 mmoles) and benzyl peroxide (1.6 g, 6.5 mmoles) were added to a mixture of 3-methyl-6-[(tert-butyl(dimethyl)silyl)oxy]-1,2-benzisoxazole (17.1 g, 65 mmoles) and CCl4 (200 ml). The mixture was refluxed overnight and the precipitate was filtered, washed with CCl4 and purified by flash chromatography (AcOEt/Toluene 1/9 with 0.1% TEA) to give 3-(bromomethyl)-6-[(tert-butyl(dimethyl)silyl)oxy]-1,2-benzisoxazole (15.1 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977364B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-38e7fa6236b646718fdd6e7c03d8fed1 |
| Source note | uspto-grants-2011_07 |