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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748808Generated: October 31, 2026

Ethyl Acetate → HCID 59750880, compound

https://huagongshe.com/reaction/748808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCyanomethylenetributylphosphoraneHCID 4622928—
Reactant2-(((4-Chlorophenyl)sulfonyl)methyl)-1,4-difluorobenzeneHCID 9901028—
ReactantHCID 11013734HCID 11013734—
SolventTolueneHCID 1140—
ProductHCID 59750880HCID 5975088079.4%

Reaction Steps

The 2-[(4-chlorophenyl)sulfonylmethyl]-1,4-difluorobenzene (470 mg, 1.55 mmol) obtained in Example 5 and 6-(t-butyldiphenylsilyloxy)-1-hexanol (740 mg, 2.08 mmol) were dissolved in toluene (20 ml), followed by the addition of cyanomethylenetri-n-butylphosphorane (500 mg, 2.07 mmol). Under an argon atmosphere, the resulting mixture was heated under reflux for 7 hours. After the reaction mixture was allowed to cool down, the residue obtained by concentrating the reaction mixture under reduced pressure was subjected to flash silica gel chromatography. The fraction obtained from the hexane:ethyl acetate=10:1 eluate was concentrated under reduced pressure, whereby the title compound (786 mg, 1.23 mmol, 79%) was obtained as a pale yellowish brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-c76382c077274c698e8582489cd80828
Source noteuspto-grants-2008_07