Synthesis of 10-(Camphorsulfonyl)imine (4)
163mg of Amberylst 15 ion exchange resin was added to 3. The round bottom, containing the mixture, was fitted with a Dean-Stark trap and a condenser. 25mL of toluene was poured through the condenser into the trap, so, it was completely filled. The reaction was heated at reflux for 1 hour, after which it was cooled to 4-50° Celsius and methylene chloride was slowly added until all the crystals which had formed were dissolved. The liquid was filtered and washed twice with 10 mL of methylene chloride. The toluene and methylene chloride was then removed with rotary evaporator. The solid residue was …show more content…
A mixture of 109 mg of Aliquat 336 and 1 mL of methylene chloride was added to the compound 4 solution and repeatedly washed by 1 mL of methylene chloride. A solution of 27 mmol of potassium carbonate in 8.1mL of water was slowly added to the compound 4 solution, while at 0° Celsius. This reaction mixture was vigorously stirred. 0.324 mL of peracetic acid was added to the reaction mixture over 10 minutes, ensuring the reaction mixture remained under 3° Celsius. This mixture was allowed to react for 10 minutes. At the conclusion of the reaction 0.045g of sodium sulfite, as well as 0.045g of sodium sulfate, was added to the reactions, which was then was stirred for 15