HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrogen Bromide → 3-Bromomethyl-5-methylbenzo[b]thiophene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methyl-1-(prop-2-ynylsulfinyl)benzene | HCID 11788614 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-Bromomethyl-5-methylbenzo[b]thiophene | HCID 12111377 | 93% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
In 110 mL of dioxane, was dissolved 7.18 g (40.3 mmol) of the compound obtained in Example 11. The resulting solution was refluxed at 100° C. for 100 minutes The refluxed solution was then cooled, and 7.42 g (44 mmol) of a 48% hydrobromic acid was added. The obtained mixture was allowed to stand at room temperature for 1 hour. Water was then added, and the obtained mixture was extracted with ethyl acetate. The resulting extract was dried with magnesium sulfate and vacuum concentrated to provide 9.04 g of 3-(bromomethyl)-5-methylbenzo[b]thiophene. The yield was 93%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06884896B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-e79ac6ef91ba4612a52a5af4f35a041d |
| Source note | uspto-grants-2005_04 |