Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4,5,6,7-Tetrahydrothieno(3,2-c)pyridinium chloride | HCID 10176342 | — |
| Reactant | 3-Bromo-3-(2-chlorophenyl)-1,1,1-trifluoro-2-propanone | HCID 15289932 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15289909 | HCID 15289909 | 39.2% |
Reaction Steps
10 ml of methylene chloride were added to 0.39 g (2.6 mmole) of 4,5,6,7-tetrahydrothieno[3,2-c]pyridine hydrochloride and 0.28 g (2.6 mmole) of sodium carbonate, and then a solution of 0.67 g (2.2 mmole) of 2-chloro-α-trifluoroacetylbenzyl bromide in 10 ml of methylene chloride was slowly added to the resulting mixture, whilst stirring at room temperature. The mixture was then stirred at room temperature for 3 hours. At the end of this time, 200 ml of ethyl acetate were added to the reaction mixture, and the organic layer was separated, washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was removed by distillation under reduced pressure, and the resulting residue was subjected to silica gel column chromatography, using a 100:4 by volume mixture of toluene and ethyl acetate as the eluent, to give 0.31 g of the title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05288726 |
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| Source dataset | uspto-grants-1994_02 |
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| ORD ID | ord-3b1533ff312b4269ac1c6b8b428b51de |
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| Source note | uspto-grants-1994_02 |
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