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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 345530Generated: November 1, 2026

Benzene → HCID 15096993, compound

https://huagongshe.com/reaction/345530

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethyl vinyl ketoneHCID 6570—
Reactant4-FluorophenolHCID 9732—
SolventDiethyl EtherHCID 3283—
ProductHCID 15096993HCID 1509699339.7%

Reaction Steps

To a stirred solution of 134 parts of 4-fluorophenol and 2 parts of 4-methylbenzenesulfonic acid in 1080 parts of benzene were added 42 parts of 3-butene-2-one. Stirring was continued for 4 days at room temperature. 700 Parts of 1,1'-oxybisethane were added and the whole was washed four times with 500 parts of a cold sodium hydroxide solution 1N and with water. The organic phase was dried, filtered and evaporated. The oily residue was purified by column-chromatography over silica gel using trichloromethane as eluent. The pure fractions were collected and the eluent was evaporated. The oily residue solidified upon cooling. The product was suspended in cold petroleum-ether. The product was filtered off and dried at room temperature, yielding 43.4 parts (39.7%) of 4-(4-fluorophenoxy)-2-butanone (intermediate 26).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05057525
Source datasetuspto-grants-1991_10
ORD IDord-d4e6f85e2e40404783db1a8a3c84a180
Source noteuspto-grants-1991_10