Cyclohexanecarboxaldehyde → HCID 178444409, compound

Participants

Reaction Steps

0.2 mmol of bis-(triphenylphosphine)-palladium(II) chloride and 0.1 mmol of copper(I) iodide are added to a mixture of 0.01 mol of 2-fluoro-4-bromobenzonitrile, 0.01 mol of 4-pentylcyclohexylacetylene (which can be prepared, for example, from the corresponding cyclohexanecarbaldehyde by the method of Corey, Fuchs in Tetrahedron Letters (1972) 3769) and 40 ml of triethylamine at room temperature and the mixture is stirred for 12 hours. The reaction can be monitored with the aid of thin layer chromatography. When the reaction has ended, the suspension is filtered and the filtrate is evaporated. Purification by chromatography and/or crystallization gives 1-(trans-4-pentylcyclohexyl)-2-(3-fluoro-4-cyano- phenyl)-acetylene of M.=38° and C.=40.3°.

Provenance & Evidence