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Benzoyl chloride → (S)-beta-Benzoyloxy-gamma-butyrolactone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzoyl chloride | HCID 7412 | — |
| 反応物 | 3-Hydroxybutyrolactone, (3S)- | HCID 7269389 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | (S)-beta-Benzoyloxy-gamma-butyrolactone | HCID 10058799 | 89% |
反応手順
To the solution of (S)-β-Hydroxy-γ-butyrolactone (1.0 g, 9.8 mmol) in 25 mL pyridine was added dropwise BzCl (1.4 mL, 12.2 mmol) at 0° C. The reaction mixture was warmed to room temperature and stirred overnight. The reaction was concentrated and coevaporated with toluene two times in vacuo. The residue was partitioned between H2O (15 mL) and EtOAc (40 mL). The organic layer was washed with water and brine, and concentrated in vacuo. The residue was purified by chromatography on a silica gel column (n-hexane/EtOAc=8:1) to afford 101 (1.78 g, 8.6 mmol) as a white solid, in 89% yield, which was characterized as follows:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08076310B2 |
| 出典データセット | uspto-grants-2011_12 |
| ORD ID | ord-7e29da1f29b94645bdad163192ea4989 |
| 出典メモ | uspto-grants-2011_12 |