化工社化工社 化学情報印刷レポート · 研究参考用
Iodine → Methyl 4-(1-hydroxyindan-1-yl)-crotonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | 1-Indanone | HCID 6735 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 2-Butenoic acid, 4-bromo-, methyl ester | HCID 5369175 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Methyl 4-(1-hydroxyindan-1-yl)-crotonate | HCID 22012252 | 44.4% |
反応手順
A suspension of activated zinc (80 g) in dry tetrahydrofuran (200 ml) was heated to reflux and a few crystals of iodine was added. A solution of 1-indanone (100 g) and methyl 4-bromo-crotonate (200 g) in 500 ml of dry tetrahydrofuran was added dropwise followed by reflux for 1 h. After cooling, ice and aq. ammonium chloride was added followed by extraction with dichloromethane. Removal of the solvent in vacuo gave a viscous oil which was purified on a silica gel column (eluent: dichloromethane/ether=1:1) giving methyl 4-(1 -hydroxyindan-1-yl)-crotonate (78 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06031099 |
| 出典データセット | uspto-grants-2000_02 |
| ORD ID | ord-ae00918947de490e84718b939839e718 |
| 出典メモ | uspto-grants-2000_02 |