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(4R)-4-phenyl-1,3-oxazolidin-2-one → 3-[(2-fluorophenyl)-acetyl]-4(R)-phenyl-2-oxazolidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (4R)-4-phenyl-1,3-oxazolidin-2-one | HCID 730425 | — |
| 反応物 | 2-(2-Fluorophenyl)acetyl chloride | HCID 14004011 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 3-[(2-fluorophenyl)-acetyl]-4(R)-phenyl-2-oxazolidinone | HCID 11150697 | — |
反応手順
To a −78° C. solution of 4(R)-phenyl-2-oxazolidinone (340 g, 2.08 mol) in THF (8000 mL), is added n-BuLi (2.5 M, 920 mL, 1.1 eq). The reaction mixture is stirred for 20 minutes and 2-fluorobenzeneacetyl chloride (358 g, 2.08 mol) is added. After 2 hours the reaction mixture is quenched with saturated NH4Cl solution (1×1000 mL). The organic layer is separated, washed with H2O (1×1000 mL), saturated NaCl solution (2×1000 mL) and then concentrated in vacuo. This procedure yields 3-[(2-fluorophenyl)-acetyl]-4(R)-phenyl-2-oxazolidinone.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06174888B1 |
| 出典データセット | uspto-grants-2001_01 |
| ORD ID | ord-a69ac4c89f1d4bc4a721bb5b827e620f |
| 出典メモ | uspto-grants-2001_01 |