化工社化工社 化学情報印刷レポート · 研究参考用
Ethylene Glycol → 4-(4-tert-Butyl-phenyl)-indan-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethylene Glycol | HCID 174 | — |
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | 4-tert-Butylphenylboronic acid | HCID 2734320 | — |
| 反応物 | 4-chloro-2,3-dihydro-1H-inden-1-one | HCID 11332681 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | Trisodium 3,3',3''-phosphinetriyltris(benzene-1-sulphonate) | HCID 6099338 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 4-(4-tert-Butyl-phenyl)-indan-1-one | HCID 22990519 | 96% |
反応手順
14.0 g (84 mmol) of 4-chloroindanone, 32.9 g (185 mmol) of 4-tert-butylphenylboronic acid, 230 ml of ethylene glycol and 38 ml of water together with 19.6 g of sodium carbonate are placed in a reaction vessel and degassed three times. A solution of 94 mg (0.42 mmol) of Pd(OAc)2 and 2.1 ml (1.26 mmol) of TPPTS in 2 ml of water is subsequently added. The resulting reaction mixture is refluxed for 5 hours. After cooling, it is extracted three times with toluene and the combined organic phases are washed with saturated NaCl solution. After drying over magnesium sulfate, the solvent is removed in an oil pump vacuum. 21.3 g (96%) of the desired product are isolated.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06627764B1 |
| 出典データセット | uspto-grants-2003_09 |
| ORD ID | ord-e21b2a6e20df4519acd79ce1ea91338d |
| 出典メモ | uspto-grants-2003_09 |