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Water → (S)-1-Benzyl-3-chloropyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Carbon Tetrachloride | HCID 5943 | — |
| 反応物 | Triphenylphosphine | HCID 11776 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | (R)-(+)-1-Benzyl-3-pyrrolidinol | HCID 643472 | — |
| 生成物 | (S)-1-Benzyl-3-chloropyrrolidine | HCID 53640613 | 72% |
反応手順
To a stirred solution of (R)-1-benzyl-3-pyrrolidinol (886 mg, 5.0 mmol) in CCl4(20 ml) was added triphenylphosphine(1.574 g, 6.0 mmol) at rt. After 20 h stirring at reflux temperature, the solvent was evapolated. Saturated NaHCO3 aqueous solution and water was added to the residue, and the mixture was extracted with AcOEt. The extract was brine, dried(Na2SO4), and concentrated to give brown oil, which was purified by column chromatography (silica gel; 100 g, CH2Cl2/MeOH: 50/1-45/1) to give 706 mg(72%) of pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06313302B2 |
| 出典データセット | uspto-grants-2001_11 |
| ORD ID | ord-6f249b707abc470fa69a44fb6b709c7c |
| 出典メモ | uspto-grants-2001_11 |