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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 871812Generated: October 30, 2026

Furan → 1,4-Dihydro-1,4-epoxytriphenylene

https://huagongshe.com/reaction/871812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFuranHCID 8029—
Reactant9-BromophenanthreneHCID 11309—
ReactantSodium amideHCID 24533—
SolventTetrahydrofuranHCID 8028—
Product1,4-Dihydro-1,4-epoxytriphenyleneHCID 12667979—

Reaction Conditions

Temperature70 °C

Reaction Steps

9-Bromophenanthrene (18.6 g, 72.3 mmol), sodium amide (8.47 g, 217.0 mmol) were charged in a two-necked bottle. The bottle was then vacuumed and purged with nitrogen, and dried THF (120 mL) and furan (78.1 mL, 1.07 mmol) were added to the bottle. The mixture in the bottle was heated to 70° C. for reaction for 24 hours, and the resulting was filtered to remove metal. The filtrate was condensed to remove the solvent, and then purified by chromatography with hexanes to yield A (14.7 g, 83%) as white solid powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08974920B2
Source datasetuspto-grants-2015_03
ORD IDord-6b4fc6286bbf412f8523bb97a8254e73
Source noteuspto-grants-2015_03