Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Sodium bis(trimethylsilyl)amide | HCID 2724254 | — |
| Reactant | HCID 102107471 | HCID 102107471 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117840378 | HCID 117840378 | — |
Reaction Steps
To a solution of 1-(4-methoxybenzyl)-5-methylpyrrolidin-2-one (3.0 g) obtained in Step A in tetrahydrofuran (25 mL) was added sodium bis(trimethylsilyl)amide (1.9M tetrahydrofuran solution, 11 mL) at −78° C. under nitrogen atmosphere, and the mixture was stirred at the same temperature for 1 hr. Iodoethane (2.2 mL) was added thereto, and the mixture was stirred overnight while it was allowed to be warmed. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09187453B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-fbc8bd56167d4496b78fa91e7f039f81 |
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| Source note | uspto-grants-2015_11 |
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