Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 23364532 | HCID 23364532 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23364527 | HCID 23364527 | 91.6% |
Reaction Steps
A solution of 1.12 g (11.0 mmol) of diisopropylamine in 5 ml of THF was cooled to 0° C. under nitrogen, treated with 4.0 ml of 2.5M n-butyllithium, and stirred for 10 minutes. This lithium diisopropylamide solution was added dropwise to a solution of 2.36 g (8 mmol) of 2-[2,4,5-trifluoro-3-(trifluoromethyl)-phenyl]-4,4-dimethyl-2-oxazoline in 5 ml of THF at -78° C. The solution was stirred at -78° C. for one hour, then quenched with 2.24 g (16 mmol) of methyl iodide. The mixture was allowed to warm slowly to room temperature, stirred for one hour, and poured into 10 ml of 1N HCl. This solution was extracted with ether, and the extract was washed with water, dried over magnesium sulfate, and concentrated to give 2.28 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04920120 |
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| Source dataset | uspto-grants-1990_04 |
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| ORD ID | ord-6795478790ef4bdb8ed11a7caad0a634 |
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| Source note | uspto-grants-1990_04 |
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