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Pyrrolidine → 1-[(4-Bromophenoxy)acetyl]pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyrrolidine | HCID 31268 | — |
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | p-Bromophenoxyacetic acid | HCID 74657 | — |
| 触媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-[(4-Bromophenoxy)acetyl]pyrrolidine | HCID 787679 | — |
反応手順
Oxalyl chloride (0.5 mL, 5.9 mmol) was added to a suspension of (4-bromophenoxy)acetic acid (0.462 g, 2.0 mmol) in methylene chloride (10 mL) and 2 drops of N,N-dimethylformamide. The mixture was stirred at RT for 2 h. The solvent was evaporated under reduced pressure. The residue was diluted with methylene chloride (10 mL), cooled with ice-water bath, and 1M of sodium hydroxide aqueous solution (3.0 mL) was added. To the mixture was added pyrrolidine (167 μL, 2.0 mmol). The mixture was stirred and allowed to warm to RT. The organic layer was separated, washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was directly used in next step without further purification (550 mg, 96.7%). LCMS: (M+H)=286.0/284.0
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07767675B2 |
| 出典データセット | uspto-grants-2010_08 |
| ORD ID | ord-746b17a2070148b2ad2b77f13ddfa069 |
| 出典メモ | uspto-grants-2010_08 |