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Ammonium Chloride → Tert-butyl 3-hydroxy-3-phenylpyrrolidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Tert-butyl 3-oxopyrrolidine-1-carboxylate | HCID 471360 | — |
| 反応物 | HCID 178418255 | HCID 178418255 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | Tert-butyl 3-hydroxy-3-phenylpyrrolidine-1-carboxylate | HCID 66662569 | 49.24% |
反応手順
To a solution of tert-butyl 3-oxopyrrolidine-1-carboxylate (1 g, 5.40 mmol) in ether (20 ml) was added dropwise phenylmagnesium bromide (10.3 mL, 3.0 M in ether, 6.21 mmol) at rt under nitrogen. The reaction was heated to reflux for 15 min, then cooled to rt, poured into sat. NH4Cl, extracted with ether (3×). The combined organic layers were dried over Na2SO4, concentrated in vacuo. The crude residue was purified by flash column chromatography to yield the desired product (700 mg, 49.24%). LCMS (M+H) 264.160.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09440958B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-7420de5697854d5086f76dcd2b4cd9fd |
| 出典メモ | uspto-grants-2016_09 |