User:Andrew W Long/Notebook/Synthesis of Lipid Modulators/2015/10/02: Difference between revisions
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==Purification of Product of Rxn Between MTT and CNP== | ==Purification of Product of Rxn Between MTT and CNP, and Large-Scale Reaction Setup== | ||
Note that '''MTT''' refers to 5-(methylthio)-1,3,4-thiadiazole-2-thiol, and that '''CNP''' refers to 2-chloro-3-nitropyridine. Structures shown [[User:Andrew_W_Long/Notebook/Synthesis_of_Lipid_Modulators/2015/09/21#Reaction_of_5-.28methylthio.29-1.2C3.2C4-thiadiazole-2-thiol_.26_2-chloro-3-nitropyridine|here]] | Note that '''MTT''' refers to 5-(methylthio)-1,3,4-thiadiazole-2-thiol, and that '''CNP''' refers to 2-chloro-3-nitropyridine. Structures shown [[User:Andrew_W_Long/Notebook/Synthesis_of_Lipid_Modulators/2015/09/21#Reaction_of_5-.28methylthio.29-1.2C3.2C4-thiadiazole-2-thiol_.26_2-chloro-3-nitropyridine|here]] | ||
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Goals: | |||
*To purify the products of my second reaction (Ross carried it out with the modified procedure). | *To purify the products of my second reaction (Ross carried it out with the modified procedure). | ||
*To set up a large-scale version of the previous small-scale reaction. Target compound must be synthesized and purified by Wednesday (10/07/15) | |||
Procedure: | Procedure for purification: | ||
#The product was shown to be slightly soluble in ethyl acetate (which is more polar than dichloromethane). The insoluble impurity could be the result of residual triethylamine. A "dirty column" was run in an attempt to remove the impurity. | #The product was shown to be slightly soluble in ethyl acetate (which is more polar than dichloromethane). The insoluble impurity could be the result of residual triethylamine. A "dirty column" was run in an attempt to remove the impurity. | ||
##The column was a | ##The column was a Büchner funnel containing powdered silica, which sat in a vacuum flask. | ||
##The powdered silica was then made into a slurry with hexane. | ##The powdered silica was then made into a slurry with hexane. | ||
##The compound, once redissolved in methanol, was run through the column. It was hoped that the triethylamine would remain in the silica. | ##The compound, once redissolved in methanol, was run through the column. It was hoped that the triethylamine would remain in the silica. | ||
##After the fraction collected with ethyl acetate was obtained, another flask was used to collect a methanol fraction. | ##After the fraction collected with ethyl acetate was obtained, another flask was used to collect a methanol fraction. | ||
#Mass spectrometry was used to examine the two fractions. The result is shown below: | #Mass spectrometry was used to examine the two fractions. The result is shown below: | ||
Procedure for large-scale rxn: | |||
#Calculations: | |||
##<math>\frac{250mg_2-chloro}{1}|\frac{1g}{1000mg}|\frac{1mol}{158.54g}=0.00158mol_2-chloro</math> | |||
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Revision as of 15:57, 5 October 2015
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Purification of Product of Rxn Between MTT and CNP, and Large-Scale Reaction SetupNote that MTT refers to 5-(methylthio)-1,3,4-thiadiazole-2-thiol, and that CNP refers to 2-chloro-3-nitropyridine. Structures shown here Goals:
Procedure for purification:
Procedure for large-scale rxn:
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