Ketone Reduction Using Sodium Borohydride

Experiment 5B Ketone Reduction Objective Using sodium borohydride as a reducing agent, the ketone 4-tert-butylcyclohexane is decreased to its corresponding alcohol. It is purified through extraction techniques to give the cis and trans diasteromer proceedss. Procedure The procedure was followed as outlined in mayos book for Experiment 5B with the following modifications 1. Reagents and Equipment The response will be on a home of 2X what is described in the text. 2. Reagents and Equipment The progress of the reaction will be followed by TLC as say in the Reaction Conditions percentage.Glass backed TLC plates will be created with the following three spots Ketone regulation/Co-Spot/Crude Reaction Mixture. Prepare the TLC plate while the reaction is being set up. To the initial solution of 4-tert-butylcyclohexane in methanol, before lending the reducing solution, insert a TLC capillary. Use this sample as your ketone standard. Do NOT stop the reaction before checking the progr ess by TLC. If the reaction is not complete, add another portion of the reducing solution. 3. Isolation of Product 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 Characterization Will not obtain an proton magnetic resonance spectrum. Reaction Scheme Data 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 dust coat in dissimulation. 2. TLC spots were dark purple for both the ketone standard and co-spot. The spot for the crude reaction mixture was barely v isible. 3. Melting point of product started at 62. 5 degrees Celsius. Calculations 1. TLC was done in an elution solvent system of ethyl acetate hexane (14). QQ did not have 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