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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390291Generated: October 31, 2026

Sodium hydride → 6-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trione

https://huagongshe.com/reaction/2390291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMethyl 4-bromo-2-(methylsulfonyl)benzoateHCID 53393139—
SolventTetrahydrofuranHCID 8028—
Product6-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trioneHCID 56594108102.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273769B2
Source datasetuspto-grants-2012_09
ORD IDord-fd212ac934024d2488fbe2f4e26a52e1
Source noteuspto-grants-2012_09