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Water → (R)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | P-Chloroacetophenone | HCID 7467 | — |
| 反応物 | (1R)-1-(4-chlorophenyl)ethan-1-amine | HCID 1715226 | — |
| 触媒 | Tetrabutoxytitanium | HCID 521701 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | (R)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine | HCID 54223262 | 66% |
反応手順
3 g of tetrabutyl ortho-titanate are added to a solution of 52 g (0.35 mol) of (R)-1-(4-chlorophenyl)-ethylamine (97% ee) and 51.7 g (0.353 mol) of 4-chloroacetophenone in 300 ml of toluene at room temperature with stirring, and then the mixture is refluxed for 2 hours at the water separator. A further 2 g of tetrabutyl ortho-titanate are added, and the mixture is refluxed for a further 6 hours. A further 2 g of tetrabutyl ortho-titanate are then added, and the mixture is then refluxed for 3 hours. The reaction mixture is then filtered. The filtrate is evaporated under reduced pressure to give 67.3 g (66% of theory) of (R)-[1-(4-chlorophenyl)-ethyl]-[1-(4-chlorophenyl)-ethylidene]-amine.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06046351 |
| 出典データセット | uspto-grants-2000_04 |
| ORD ID | ord-175fb17104e34e0ea98fcc3135e30c45 |
| 出典メモ | uspto-grants-2000_04 |