Skip to main content
Try Wikispaces Classroom now.
Brand new from Wikispaces.
Pages and Files
UC on ChemSpider
Alicia's Masters Thesis
Open Web Drug Dev.
To Do List
Ugi NMR Analysis
To optimize the reaction from
to make this
using Mettler Toledo's automated Minimapper. Forty eight reactions are run in parallel using four reactant (2.0M in methanol) in different solvents / concentration.
Make up 2M methanol solutions (25mL each) of starting materials - Furfurylamine (4.418mL), Boc-glycine (8.759g) and tert-butyl isocyanide (5.655mL) and
(5.275mL ) in methanol.
The following are added in this order in a reaction tube equipped with a filtration frit
1) The additional solvent (200uL methanol)
2) The benzaldehyde solution
3) The Furfurylamine solution
4) The Boc-Glycine solution
5) The tert-butyl isocycanide solution
Parameters to modify:
concentration - 0.5M, 0.25M and 0.1M
reagent excess - 1.0 and 1.2 equivalents
solvent (for 0.25 and 0.1 conc only): ethanol, acetonitrile, THF
Limiting reagent conc : 0.2mmol
This is 48 experiments total and they are listed in this
The results are not meaningful because the liquid handler was not properly programmed.
10:00 Made-up 2M stock solutions (25mL) of Benzaldehyde, fufurylamine, boc-glycine, and t-butylisocyanide in methanol.
11:00 Weighed empty reaction tubes, weights noted in the spreadsheet.
16:50 Started running the minimapperl; to dispense the solvents and reactants to each reaction tube.
19:30 Minimapper completed additions to the reaction tubes, smoothly.
19:35 Set the miniblock on the shaker at 400 rpm.
15:30 Removed the miniblock from the shaker and vacuumed off excess solvent.
15:35 Set the miniblock on the minimapper and programmed it to deliver methanol (1mL) to each reaction tube.
15:50 Minimapper completed adding methanol to the reaction tubes.
15:51 Placed the miniblock on the shaker and started shaking at 400 rpm for 15 min.
16:05 Removed from the shaker and vacuumed off the solvent from the reaction tubes.
16:15 Set the miniblock on the minimapper and programmed it to deliver methanol (1mL) to each reaction tube for washing a second time.
16:35 Minimapper completed adding methanol to the reaction tubes.
16:36 Placed the miniblock on the shaker and started shaking at 400 rpm for 15 min.
16:51 Removed from the shaker and vacuumed off the solvent from the reaction tubes. The miniblock is let connected to the house vac for 30min.
17:21 The miniblock is disconnected from the house vac and placed in a desiccator connected to a high-vac.
20:50 Removed from the desiccator and weighed the dry filter tubes...realized that the tubes could still have been wet (weighed more than should have been)
21:20 Placed the miniblock in the desiccator connected to a high vac and left it for overnight drying.
09:20 Removed from the desiccator and weighed the dry filter tubes...the weights did not differ from the previous days weights.
InChI=1/C24H33N3O5/c1-23(2,3)26-21(29)20(17-11-8-7-9-12-17)27(16- 18-13-10-14-31-18)19(28)15-25-22(30)32-24(4,5)6/h7-14,20H,15-16H2 ,1-6H3,(H,25,30)(H,26,29)
help on how to format text
Turn off "Getting Started"