HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 6-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl 4-bromo-2-(methylsulfonyl)benzoate | HCID 53393139 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 6-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trione | HCID 56594108 | 102.2% |
Reaction Steps
A solution of methyl 4-bromo-2-(methylsulfonyl)benzoate (Intermediate 239; 4.00 g; 13.6 mmol) in anhydrous THF (60 ml) was treated with NaH (595 mg; 13.6 mmol) and stirred at RT for 1.5 h. The reaction was quenched with water. AcOEt and a 1N solution of HCl in water were added and the phases were separated. The organic phase was washed with brine, dried on MgSO4, filtered and concentrated to give the title compound as a yellow solid (3.63 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273769B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-fd212ac934024d2488fbe2f4e26a52e1 |
| Source note | uspto-grants-2012_09 |