HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Bromo-2,3-dihydro-1-benzothiophene → 5-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Bromo-2,3-dihydro-1-benzothiophene | HCID 12341513 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1-dione | HCID 12352700 | 86% |
Reaction Steps
Dissolve 5-bromo-2,3-dihydro-benzo[b]thiophene (J. Am. Chem. Soc, 1973, 1916-1925, 4.3 g, 20 mmol) in MeOH (100 mL) and add oxone (36.9 g, 60 mmol). Stir the reaction mixture at room temperature overnight, and then remove the solid by filtration. Concentrate the filtrate and purify the residue by flash column chromatography (silica gel, 20-40% EtOAc/Hexane) to give 4.24 g of 5-bromo-2,3-dihydro-benzo[b]thiophene 1,1-dioxide (86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585977B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-ada5215e62094c1396d91520773e2e88 |
| Source note | uspto-grants-2009_09 |