化工社化工社 化学情報印刷レポート · 研究参考用
Water → Citalopram
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | 3-Chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile | HCID 9943434 | — |
| 反応物 | HCID 178483494 | HCID 178483494 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Citalopram | HCID 2771 | 95% |
反応手順
A solution of 3-dimethylaminopropylmagnesium chloride (1.2M in THF, 84 ml) was added to a cooled solution of 3-chloromethyl-4-(4-fluoro-benzoyl)-benzonitrile (25.0 g) in a mixture of toluene (175 ml) and THF (50 ml) so that the temperature did not raise above −5° C. The mixture was stirred for 2 hours at 0° C. before water (100 ml) and saturated NH4Cl solution were added to adjust the pH to 9. The phases were separated and the aqueous phase was extracted twice with toluene (200 ml). The combined organic phases were washed with water (200 ml) and concentrated in vacuo to give a viscous oil (28.0 g, 95%). Spectral and analytical data were in accordance with the literature.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06753433B2 |
| 出典データセット | uspto-grants-2004_06 |
| ORD ID | ord-8fe10d7afa064bd0b37a5530ba77ebcb |
| 出典メモ | uspto-grants-2004_06 |