Sodium Hydroxide → HCID 178528005, compound

Participants

Reaction Steps

Cyclohexylmercaptan (11.6g, 0.1M) was added to a solution of sodium hydroxide (4g, 0.1M) in water (20 ml). Dioxan (300 ml) was added and the resulting white precipitate was redissolved on the addition of a further small quantity of water. Chloroacetylferrocene (27.3g, 0.1M) was then added and the reaction mixture was heated at 100° for 2 hours with stirring. The cooled reaction mixture was diluted with water and extracted with chloroform. The organic layer was washed with water, dried over anhydrous sodium sulphate and concentrated by rotary evaporation. The crystalline product obtained was purified by recrystallisation from petroleum ether (40-60), but needed column chromatography on silica gel with petroleum ether (60-80)-ethyl acetate (9:1) for final purification. Orange needles of the title compound were thus obtained (6.4g) mp = 89°.

Provenance & Evidence