Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,5-Bis(trifluoromethyl)benzoyl chloride | HCID 101856 | — |
| Reactant | HCID 66671456 | HCID 66671456 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86663487 | HCID 86663487 | 102.8% |
Reaction Steps
2-[(2R)-2-(4-Fluorophenyl)morpholin-2-yl]ethanol (1.76 g, 7.82 mmol) and triethylamine (1.32 mL, 9.38 mmol) were dissolved in a mixed solvent of acetonitrile (18 mL) and water (0.9 mL). A solution of 3,5-bis(trifluoromethyl)benzoyl chloride (1.48 mL, 8.21 mmol) in toluene (8.2 mL) was added dropwise with stirring under ice cooling, and then the mixture was further stirred under the same conditions for 5 minutes. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water and saturated sodium chloride solution. The organic layer was dried with anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure to give a crude 2-[(2R)-4-[3,5-bis(trifluoromethyl)benzoyl]-2-(4-fluorophenyl)morpholin-2-yl]ethanol (3.74 g) as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476253B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-613195899aa041b29218214678c2253e |
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| Source note | uspto-grants-2013_07 |
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