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| SP - CARBONATE RESIN, MP |
| PRODUCT: |
| SP-Carbonate Resin, MP, a highly cross-linked polystyrene resin functionalized with a tetraalkylammonium carbonate end group |
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| APPLICATIONS: |
- SP-Carbonate can be used as a general base to quench organic reactions, and neutralize amine-acid salts such as hydrochlorides, sulfonates and trifluoroacetates.
- SP-Carbonate is very useful for free basing alkylammonium salts, e.g. hydrochlorides and trifluoroacetates.
- Applications include neutralizing reactants, byproducts and ammonium salts of volatile amines including diisopropylethylamine (DIEA) or triethylamine (TEA).
- For free basing insoluble ammonium salts, a catalytic amount of DIEA (~0.1 equiv) may be added as a soluble transfer base allowing neutralization and amine removal in the concentration step, circumventing an aqueous workup.
- SP-Carbonate can scavenge a variety of acidic molecules like carboxylic acids or acidic phenols including HOBt and nitrophenols that generally requires 3-4 equiv of SP-Carbonate. On completion of the scavenging, the product is isolated by filtration and the resin is rinsed 2-3 times with a solvent such as DCM, THF, or EtOH.
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PROPERTIES:
Resin Type: Macroporous poly(styrene-co-divinylbenzene)
Loading: 2.8 - 2.5 mmol/g (based on titration and elemental analysis)
Bead Size: 325-1225 microns, 15-50 mesh (>90% within) |
| Typical Scavenging: |
2.5 equiv of SP-Carbonate resin relative to the substrate, 1-3 h, 20°C |
| Compatible Solvents: |
THF, DMF, DCM and DCE |
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| REFERENCES: |
- Kim, K.S.; Lee Y.J.; Kim J.H.; Sung D.K.; Chem. Commun. 2002, 1116-1117.
- Chibale, K.; Chipeleme, A.; Warren, S.; Tetrahedron Lett. 2002, 43, 1587-1589.
- Ley, S.V.; Massi, A.; J. Chem. Soc., Perkin Trans. 2000, 3645-3654.
- Ley, S.V.; Massi, A.; J. Comb. Chem. 2000, 2, 104-107.
- Parlow, J. J.; Naing, W.; South, M. S.; Flynn, D. L. Tetrahedron Lett. 1997, 38, 7959.
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