Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 59296175 | HCID 59296175 | — |
| Catalyst | Tetrabutylammonium Cyanide | HCID 165872 | — |
| Product | HCID 59296146 | HCID 59296146 | — |
Reaction Steps
3.1 g crude 4-Butyl-5-(3-chloro-4-chloromethyl-phenoxymethyl)-2-(4-trifluoromethyl-phenyl)-thiazole was dissolved in 50 ml acetonitrile. 2.0 g tetrabutylammonium cyanide were added and the reaction mixture stirred at room temperature for one hour. Then a mixture of saturated NaHCO3 solution, ice and ethyl acetate was added. The aqueous phase was separated and extracted three times with portions of 30 ml ethylacetate. The combined organic layers were washed with ice cold water and brine and dried over MgSO4. The solvent was removed in vacuo. The residue was purified by flash chromatography with the eluent n-heptane:ethyl acetate=4:1 to provide 2.2 g {4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-2-chloro-phenyl}-acetonitrile as oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07709509B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-b20cd05b5aa045f79438e92bfc91cdee |
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| Source note | uspto-grants-2010_05 |
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