化工社化工社 化学情報印刷レポート · 研究参考用
Formaldehyde → cis-Dimethyl 1-benzylpyrrolidine-3,4-dicarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Formaldehyde | HCID 712 | — |
| 反応物 | Diisopropylethylamine | HCID 81531 | — |
| 反応物 | 2-(Benzylamino)acetic acid | HCID 86965 | — |
| 反応物 | Dimethyl maleate | HCID 5271565 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | cis-Dimethyl 1-benzylpyrrolidine-3,4-dicarboxylate | HCID 10978757 | 34.6% |
反応手順
A solution of N-benzylglycine (12.39 g, 75 mmol), dimethyl maleate (6.26 g, 50 mmol), paraformaldehyde (4.5 g, 150 mmol) and DIEA (8.7 mL, 50 mmol) in toluene (100 mL) was stirred at reflux for 2 hours and concentrated. The residue was taken up in EtOAc. The solution was washed with brine 3×, dried (MgSO4) and concentrated. Column chromatography eluting with 50% EtOAc/hexanes provided dimethyl cis-1-benzyl-3,4-pyrrolidinedicarboxylate (4.8 g, 34%). MS (M+H)+=278.5.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06642255B2 |
| 出典データセット | uspto-grants-2003_11 |
| ORD ID | ord-46dd9d23806947f28dc42014a3fe4a85 |
| 出典メモ | uspto-grants-2003_11 |