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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471435Generated: October 31, 2026

Sodium methanethiolate → 4-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/471435

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium methanethiolateHCID 4378561—
Reactant4-bromo-5-methoxy-2,3-dihydro-1H-inden-1-oneHCID 37818987—
SolventDimethylformamideHCID 6228—
Product4-Bromo-5-hydroxy-2,3-dihydro-1H-inden-1-oneHCID 68866790—

Reaction Conditions

Temperature120 °C

Reaction Steps

4-Bromo-5-methoxy-indane-1-one (10 g, 41.48 mmol) and sodium methane-thiolate (12.68 g, 180.94 mmol) are dissolved in 25 mL of N,N-dimethylformamide and the reaction mixture is stirred at 120° C. for 3 h. The reaction mixture is concentrated under vacuum, 40 mL of a 2 M solution of hydrochloric acid is added and the reaction mixture is extracted with 300 mL of ethyl acetate. The organic phase is collected, dried over sodium sulfate and concentrated under vacuum. The crude product obtained (9 g) is used in the next step without any further treatment.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633182B2
Source datasetuspto-grants-2014_01
ORD IDord-ed0a5ff54fe34080a8f4a48370d79a39
Source noteuspto-grants-2014_01