Hydrochloric Acid → HCID 178495623, compound

Participants

Reaction Steps

Into a 1 l three-neck flask were added compound (D) (100.0 g, 0.489 mol), acetic acid (344 ml), water (91 ml), iodic acid (20.6 g, 0.117 mol), iodine (54.5 g, 0.215 mol), CCl4 (40 ml) and conc. hydrochloric acid (14 ml), followed by stirring and further refluxing for 3 hours while heating on a mantle heater. After cooling, a 10% aqueous solution of sodium thiosulfate (15 ml) was added to cause the color of excess iodine to disappear, followed by adding n-heptane (200 ml ), transferring the mixture into a separating funnel, washing the resulting n-heptane layer with water till the aqueous layer becomes neutral, distilling off n-heptane under reduced pressure, dissolving the residue in n-hexane (50 ml), allowing the solution to stand at -10° to -20° C. for 12 hours, filtering off the resulting crystals and drying to obtain 4-(trans-4'-methyloxymethylcyclohexyl)iodobenzene (E) (81.3 g). M.P. 40.3°~ 42.3° C.

Provenance & Evidence