化工社化工社 化学情報印刷レポート · 研究参考用
Triethylamine → (R)-(+)-1,1,1-trifluoro-2-octyl 4-benzyloxybenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-Dimethylaminopyridine | HCID 21885 | — |
| 反応物 | (R)-(+)-1,1,1-Trifluoro-2-octanol | HCID 2779099 | — |
| 反応物 | 4-Benzyloxybenzoylchloride | HCID 3766410 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-(+)-1,1,1-trifluoro-2-octyl 4-benzyloxybenzoate | HCID 22850730 | 61.2% |
反応手順
To a solution of 4-benzyloxybenzoic acid chloride (4.3 g) in methylene chloride (50 ml) was added a solution of (R)-(+)-1,1,1-trifluoro-2-octanol (2.9 g) ([α]D22.5 =+20.1, optical purity 96.3 % ee), dimethylaminopyridine (0.6 g) and triethylamine (1.7 g) in methylene chloride (50 ml) under ice-cooling. The mixture was left to stand at the room temperature for 24 hours before being poured in ice water. The methylene chloride layer separated was washed with diluted hydrochloric acid, water, 1N aqueous sodium carbonate solution and water in this order before being dried over magnesium sulfate. After distillation was over purification by toluene/silica gel chromatography and recrystallization from ethanol gave the titled compound (3.8 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05424005 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-85bfe5171bf14946843aa1a406d7b425 |
| 出典メモ | uspto-grants-1995_06 |