Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | (R)-4-Benzyl-2-oxazolidinone | HCID 2734969 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Product | HCID 69589125 | HCID 69589125 | — |
Reaction Steps
To a −78° C. solution of 4(R)-benzyl-2-oxazolidinone (21.28 g, 0.12 mol) in THF (360 mL) was added n-butyllithium (48 mL, 2.5M in hexane, 120 mmol). After 10 minutes Example 8A (19.76 g, 0.134 mol) was added. After 30 minutes the mixture was warmed to 0° C., and quenched with saturated ammonium chloride. The supernatant was decanted and concentrated. The residue was partitioned between water and ethyl acetate and the organic layer was washed sequentially with water, 1M sodium bicarbonate, water, and brine, dried (MgSO4), filtered, and concentrated to provide the desired product. MS (ESI) m/e 290 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07030262B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-b1f9430cb36d411ea8b6a623c0325bb6 |
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| Source note | uspto-grants-2006_04 |
|---|