Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 5-Bromo-7-methylbenzo[b]thiophene | HCID 59715379 | — |
| Catalyst | Benzoyl Peroxide | HCID 7187 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | HCID 59715367 | HCID 59715367 | 51.1% |
Reaction Steps
The thiophene (10.16 g, 1.0 equiv), NBS (8.76 g, 1.1 equiv), and benzoyl peroxide (0.54 g, 0.05 equiv) were dissolved in CCl4, heated to reflux under UV irradiation for 2 hr and then cooled to 0° C. and filtered. The filtrate was evaporated. Repeated trituration with hexane gave 5-bromo-7-bromomethyl-benzo[b]thiophene (7.0 g). Concentration of the hexane gave an oil which was purified by column chromatography (SiO2, hexane) to give additional product (total yield 9.96 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07375125B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-751925aeb4cf4a229bb2740c7b8be0fb |
|---|
| Source note | uspto-grants-2008_05 |
|---|
