Ketone Reduction Using Sodium Borohydride

Experiment 5B Ketone Reduction Objective Using sodium borohydride as a decrease agent, the ketone 4-tert-butylcyclohexane is reduced to its corresponding alcohol. It is purified through extraction techniques to give the cis and trans diasteromer point of intersections. action The procedure was followed as outlined in Mayos hold back for Experiment 5B with the following modifications 1. Reagents and Equipment The reception will be on a scale of 2X what is described in the text. 2. Reagents and Equipment The progress of the reply will be followed by TLC as directed in the Reaction Conditions section.Glass back TLC plates will be created with the following three spots Ketone bar/Co-Spot/ ill-mannered Reaction Mixture. Prepare the TLC plate while the reaction is being set up. To the initial solution of 4-tert-butylcyclohexane in methanol, before adding the reducing solution, insert a TLC capillary. Use this sample as your ketone standard. Do NOT stop the reaction before checking the progress by TLC. If the reaction is not complete, add another portion of the reducing solution. 3. isolation of intersection All other amounts specified in this section should be followed without doubling. . Isolation of Product Substitute 1. 0 mL of cold 3. 0 M HCl for 1. 0 mL of cold 0. 1 M HCl. 5. Purification and moving picture Will not obtain an NMR spectrum. Reaction Scheme information and Results CompoundMW (g/mol)AmountMmolMp (degrees C)Bp (degrees C) 4-tert-butylcylcohexane154. 25103 mg0. 6747 50 Methanol32. 04100 L65 Sodium Borohydride reducing solution37. 83200 L *NOTE As I was condensing my product in the sand bath it popped and there was no more final product in my vial. Therefore I was not able to do a final analysis and I am using Mike Marianis data in my report.Observations 1. Crude product was solid and white in color. 2. TLC spots were dark purplish for both the ketone standard and co-spot. The spot for the crude reaction mixture was still visible. 3. Melting point of product started at 62. 5 degrees Celsius. Calculations 1. TLC was make in an elution solvent system of ethyl acetate hexane (14). QQ did not curb us record Rf values. The color of the spots was as indicated in the observations section above. 2. Yield of Crude Product = vial and product Vial 4. 233 g 4. 141 = 0. 092 g = 92 mg 3. Percent Yield of Crude Product