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ChemicalBook CAS DataBase List 3-CYANO-5-FLUOROPHENYLACETYLENE
872122-56-0

3-CYANO-5-FLUOROPHENYLACETYLENE synthesis

2synthesis methods
Benzonitrile, 3-fluoro-5-[2-(trimethylsilyl)ethynyl]-

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3-CYANO-5-FLUOROPHENYLACETYLENE

872122-56-0
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Yield:872122-56-0 87%

Reaction Conditions:

with potassium hydroxide in tetrahydrofuran;water at 20; for 0.5 h;

Steps:

A293.2

A solution of A293.1 (2.3g, 10.7mmol) and KOH (55mg, 0.98mmol in 0.55ml of water) in THF (20ml) was stirred at RT for 30 minutes. The reaction mixture was concentrated to yield a crude product. It was diluted with EtOAc (100ml). The organic phase was washed with water (20ml), brine (20ml) and the organic layer was dried over sodium sulfate. Filtration and concentration to yield a crude product . It was purified on silica gel column with Hexane/EtOAc (Isco) to yield A293.2 (1.35g,87%). HPLC: 72%, retention time: 2.818 minute (condition A). LC/MS (M+H)+ = 146.1.

References:

WO2006/122137,2006,A1 Location in patent:Page/Page column 197

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