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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913923Generated: November 3, 2026

2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → Benzofuran

https://huagongshe.com/reaction/1913923

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dichloro-5,6-dicyano-1,4-benzoquinoneHCID 6775—
ReactantDihydrobezofuranHCID 5857314—
SolventDichloromethaneHCID 6344—
ProductBenzofuranHCID 922393%

Reaction Steps

A mixture of dihydrobezofuran a (Davies, H. M. L.; Grazini, M. V. A.; Aouad, E. Org. Lett. 2001, 3, 1475) (160 mg, 0.9 mmol) DDQ (300 mg) and CH2Cl2 (11 mL) was maintained at room temp. for 2 days. The solution was diluted with 50% ethyl acetate-hexanes and washed with 0.5 N NaOH (3×10 mL), brine (1×10 mL), dried (Na2SO4), filtered, and concentrated to afford 150 mg (93%) of bezofuran b.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609845B2
Source datasetuspto-grants-2013_12
ORD IDord-9ad138640d7645c385595cf6c8216756
Source noteuspto-grants-2013_12