Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 2-(4-Ethylphenyl)-4,4-dimethyl-2-oxazoline | HCID 12872559 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18689768 | HCID 18689768 | — |
Reaction Steps
To a solution of the product from step (i) (43 g) in tetrahydrofuran (600 ml) at -10° C. was added n-butyllithium (2.5M solution in hexanes, 94 ml). The mixture was stirred for 2.5 hours at 0° C. then cooled to -30° C. and treated with methyl iodide (62 ml). The mixture was warmed to room temperature and partitioned between ethyl acetate and water. The organic phase was dried and evaporated and the residue purified by chromatography eluting with 5% ethyl acetate in isohexane. Yield 28.4 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06107297 |
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| Source dataset | uspto-grants-2000_08 |
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| ORD ID | ord-8e7d705a78104aecabb73958d57bb8c8 |
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| Source note | uspto-grants-2000_08 |
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