HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl Peroxide → Ethyl 3-Bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl Peroxide | HCID 7187 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | Ethyl 5-chloro-3-methyl-1-benzothiophene-2-carboxylate | HCID 14836260 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | Ethyl 3-Bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylate | HCID 14836261 | — |
Reaction Steps
A mixture of ethyl 5-chloro-3-methylbenzo[b]thiophene-2-carboxylate (9.0 g, 0.035 mol), N-bromosuccinimide (6.53 g, 0.037 mol) and benzoyl peroxide (130 mg) in carbon tetrachloride (150 ml) was refluxed and illuminated with a sunlamp for 2 hours. The resulting suspension was cooled, filtered and the filter cake was triturated with methanol to give 9.9 g (85%) of the methanol-insoluble ethyl 3-bromomethyl-5-chlorobenzo[b]thiophene-2-carboxylate: mp 148°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04963547 |
| Source dataset | uspto-grants-1990_10 |
| ORD ID | ord-eed9b798b0f040f397f4929b41ab0bf3 |
| Source note | uspto-grants-1990_10 |