Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-(Trifluoromethyl)benzoyl chloride | HCID 67607 | — |
| Reactant | HCID 178482764 | HCID 178482764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178483572 | HCID 178483572 | — |
Reaction Steps
Whilst cooling with ice, a solution of 145 mg (0.69 mMol) of 4-trifluoromethylbenzoylchloride in a little methylene chloride is added dropwise to 200 mg (0.69 mMol) of trans-4-[4-(3-hydroxypropyl)-methylaminomethylphenyl]-N-methylcyclohexylamine and 0.1 ml (0.73 mMol) of triethylamine in 3 ml of methylene chloride and the resulting mixture is stirred for 2 hours at ambient temperature. After the reaction mixture has been diluted with ethyl acetate it is washed with water, 1N sodium hydroxide solution and saturated saline solution, then dried and evaporated down. The residue is purified by column chromatography (alumina, ethyl acetate/petroleum ether=1:1, v:v). 130 mg (40.8% of theory) of the title compound are obtained, melting point 87°-89° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05455273 |
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| Source dataset | uspto-grants-1995_10 |
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| ORD ID | ord-961c8faf41e64109b7a6c347cc217483 |
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| Source note | uspto-grants-1995_10 |
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