Exp153

=Researchers=
 * Hai Truong and Khalid Mirza**

=Objective= To study the effect of imminium (of phenanthrene-9-carboxaldehyde+ furfurylamine+phenylacetic acid) on the solubility of the Ugi product UCExp176C in methanol Co-solutes a) phenanthrene-9-carboxaldehyde+ furfurylamine+phenylacetic acid (0.1M, 0.06M, 0.02M) in both benzene and methanol

=Procedure=
 * 153A**- **0.1M** : Weigh out fufurylamine (0.21mmol, 20mg) in a 2mL volumetric flask. Add a small volume of methanol to it. Then weigh out phenanthrene-9-carboxaldheyde (0.2mmol, 43mg) and add it to the amine/methanol solution, This is imine/methanol solution. Then weigh out phenylacetic acid (0.2mmol, 28mg)and add it to the imine/methanol solution. Make it up to the mark with methanol. Use this as a stock solution- **153A**.-0.1M
 * 153-B** - 0.06M Pipette out 600uL of 153A in to a 1mL volumetric flask and make it up to the mark with methanol
 * 153-C** - 0.02M Pipette out 200uL of 153A in to a 1mL volumetric flask and make it up to the mark with methanol

[|SpreadsheetONSCExp153-i] =Log= 12-04-2009 15:45 Took out a 2ml volumetric flask to make up **153A-0.1M** solution. Weighted out 20mg of fufurylamine in 2ml volumetric flask. Then added a small amount of methanol to it. 15:50 Weighed out 43mg of phenanthrene-9-carboxaldehyde, and put it into the flask above. Then add a little methanol to it. This is amine/methanol solution. 16:00 Weighed out 28mg of phenylacetic acid, and added it to the flask. Put more methanol to make it to the mark. This was used as stock solution 153A-0.1M 16:10 Took out two 1ml volumetric flasks. Labeled **B** and **C**. To flask B: pipetted out 600uL of 153A and put into flask B. Filled up to the mark with methanol. To flask C: pipetted out 200uL of 153A and put into flask C. Filled up to the mark with methanol. 16:30 Took out three half dram vials. Labeled Exp153-A, Exp153-B and Exp153-C: To vial **Exp153-A**: pipetted out 500uL from stock solution 153A. Put small amount of Ugi 176C into it so that there was still small amount of solid remained in the solution. To vial **Exp153-B**: pipetted out 500uL from flask B. Put small amount of Ugi 176C into it so that there was still small amount of solid remained in the solution. To vial **Exp153-C**: pipetted out 500uL from flask C. Put small amount of Ugi 176C into it so that there was still small amount of solid remained in the solution. 16:40 Parafilmed all the vials 16:45 Put all vials into Lauda heating/cooling bath. The temperature in the bath was 40C 11:10 Changed the temperature setting of the water-glycol to 25C. 16:10 Removed the vials from the temperature control bath and centrifuged them...S 16:20 Obtained six one dram vials and transferred out approximately 400uL DMSO0d6 in to them and labeled **A, B and C** 17:00 After centrifuging the half dram vials B through H, carefully transferred out approximately 200uL supernatant from each into corresponding '2' series vials. The resulting solutions in one dram vials with DMSO-d6 are labeled **ONSCExp153A, ONSCExp153B and ONSCExp152C** 21:35 Completed obtaining HNMRs of the samples.
 * 12-05-2009**