化工社化工社 化学情報印刷レポート · 研究参考用
3-Hydroxybenzaldehyde → 4-(3-hydroxybenzyl)-N-phenylpiperazine-1-carboxamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Hydroxybenzaldehyde | HCID 101 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | N-phenylpiperazine-1-carboxamide | HCID 7015289 | — |
| 溶媒 | Acetic Acid | HCID 176 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(3-hydroxybenzyl)-N-phenylpiperazine-1-carboxamide | HCID 51106229 | 82.4% |
反応手順
To a solution of piperazine-1-carboxylic acid phenylamide (2.0 g) and 3-hydroxybenzaldehyde (3.0 g) in DCM (200 mL) was added acetic acid (1.1 mL) followed by portion-wise addition of NaB(OAc)3H (6.0 g). The reaction mixture was stirred overnight. A solution of 10% aq. NaOH (30 mL) was added until the pH of the aqueous phase was 11. A solution of 1 N HCl was then added until the pH of the aqueous phase was 6-7. The aqueous phase was extracted with DCM (200 mL). The combined organic layers were dried (MgSO4) and concentrated. Chromatography of the residue gave the title compound as a white solid (2.5 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08530476B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-9a9aff686fef4838ae9773244815ad90 |
| 出典メモ | uspto-grants-2013_09 |