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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 477778Generated: October 30, 2026

Ethanol → 3-fluorodibenzo[b,e]oxepin-11(6H)-one

https://huagongshe.com/reaction/477778

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPhosphorus oxide (P4O10)HCID 14812—
Reactant2-[(3-fluorophenoxy)methyl]benzoic AcidHCID 11791464—
SolventWaterHCID 962—
Product3-fluorodibenzo[b,e]oxepin-11(6H)-oneHCID 1107515779.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To 250 g of phosphorus pentoxide is slowly added 160 ml of ethanol at room temperature. The mixture is further stirred with heating at 100° C. for 1 hour. Thereto 42 g of 2-[(3-fluorophenyloxy)methyl]benzoic acid is added and the mixture is stirred with heating at 100° C. for 1 hour. After cooling to room temperature, 500 ml of water is added. After extraction with toluene, washing successively with saturated sodium hydrogen carbonate, water and a saturated saline solution and drying over magnesium sulfate, the solvent is distilled off under reduced pressure to give 31 g of 3-fluoro-6,11-dihydrodibenz[b,e]oxepin-11-one (oil). Mass spectrum m/z: 228(M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04889858
Source datasetuspto-grants-1989_12
ORD IDord-cb5d18deb64a41ddb87a83b3376adff0
Source noteuspto-grants-1989_12