Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl Methanesulfonate | HCID 4156 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 576337 | HCID 576337 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21994140 | HCID 21994140 | — |
Reaction Steps
Under nitrogen, 1.5 g (37.5 mM) of a 60% suspension of sodium hydride in liquid paraffin was added to a solution of 8.0 g (34.6 mM) of N-(3-phenylpropan-1-yl)trifluoroacetamide in N,N-dimethylformamide (70 ml) at 0° C. and the mixture was stirred at the prevailing temperature for 40 minutes. To this reaction mixture was added 3.5 ml (41.3 mM) of methyl methanesulfonate and the mixture was stirred at room temperature for 1.5 hours. Then, water was added to the reaction system to stop the reaction and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium chloride, dried over MgSO4, and purified by column chromatography (ethyl acetate-hexane 15%) to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235731B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-a84e7b74a59a4c8bad6227b4e3f67fd7 |
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| Source note | uspto-grants-2001_05 |
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