Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 3',4',5'-Trifluoroacetophenone | HCID 2776907 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69004593 | HCID 69004593 | 34.2% |
Reaction Steps
A mixture of 3,4,5-trifluoroacetophenone (2.0 g), ethanolamine (2.0 g), and toluene (20 mL) was heated under reflux in a Dean-Stark apparatus for 2.5 hours. The reaction solution was concentrated under reduced pressure, and then the residue was diluted with ethanol (30 mL) and sodium borohydride (1.0 g) was added under ice-cooling. The mixture was stirred at room temperature for three hours and then diluted with a 2 N sodium hydroxide solution and chloroform. Thereafter, the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by column chromatography using a silica gel (chloroform:methanol=50:1 to 5:1) to obtain 860 mg of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07618960B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-89e3608ba1bf452e80ae1995ea951a1b |
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| Source note | uspto-grants-2009_11 |
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