Sodium Hydroxide → HCID 178436259, compound

Participants

Reaction Steps

In an analogous manner to Example 5, a solution of β,β-dibromo-p-[2-(trans-4-pentylcyclohexyl)ethyl]styrene in absolute tetrahydrofuran was placed in a sulphonation flask and treated within 5 minutes with a solution of butyl lithium in hexane. After completion of the addition, the mixture was stirred at the same temperature for a further 90 minutes, then poured into 1N sodium hydroxide and extracted with petroleum ether. The organic phases were washed with water and saturated sodium chloride solution, dried over magnesium sulphate and concentrated. Low-pressure chromatography of the residue on silica gel with hexane gave pure 1-ethynyl-4-[2-(trans-4-pentylcyclohexyl)ethyl]benzene as colourless crystals; m.p. (C-N) 25.5° C., cl.p. 42.5° C.

Provenance & Evidence