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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237503Generated: November 2, 2026

Water → HCID 86697164, compound

https://huagongshe.com/reaction/237503

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4-Bromo-3,5-dimethylphenolHCID 81970—
ReactantHCID 11320954HCID 11320954—
SolventDimethylacetamideHCID 31374—
ProductHCID 86697164HCID 86697164—

Reaction Conditions

Temperature130 °C

Reaction Steps

2-Thia-1-aza-bicyclo[3.1.0]hexane 2,2-dioxide (Liang, Jiang-Lin et al., Organic Letters, 2002, vol. 4, #25 p. 4507-4510) (300 mg) is added to a suspension of 4-bromo-3,5-dimethylphenol (1.14 g) and sodium hydride (140 mg of a 60% mineral oil suspension) in 25 mL of N,N-dimethylacetamide. The reaction mixture is stirred at 130° C. for 5 h. Water is added and the reaction mixture is extracted with ethyl acetate. The organic phase is separated, dried over sodium sulfate and concentrated under vacuum. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 100:0→30:70) to give the title compound. Yield: 220 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08642585B2
Source datasetuspto-grants-2014_02
ORD IDord-b41520d52b054581b015a9d18235363e
Source noteuspto-grants-2014_02