化工社化工社 化学情報印刷レポート · 研究参考用
Hydrochloric Acid → 5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | 5-chloro-1H-indole-2,3-dione | HCID 87203 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | 2-Bromo-3-methoxytoluene | HCID 11790233 | — |
| 生成物 | 5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-one | HCID 22560921 | — |
| 生成物 | HCID 178489966 | HCID 178489966 | — |
反応手順
A solution of 2-methoxy-6-methylphenyl-magnesium bromide is prepared starting with 2.2 g of magnesium in 10 ml of THF and a solution of 16 g of 1-bromo-2-methoxy-6-methylbenzene in 40 ml of THF. This solution is added dropwise at RT to a mixture of 6 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF and the resulting mixture is then refluxed for 1 hour. After cooling to RT, the reaction mixture is poured into 200 ml of 3N HCl solution and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 5.7 g of the expected product are obtained after crystallization from iso ether.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425566B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-17e7d9b1df4c454297e9cd3442b4d85f |
| 出典メモ | uspto-grants-2008_09 |