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(R)-1-Chloro-6-trimethylsilanyl-hex-4-yn-2-ol → (Z)-(R)-1-chloro-6-trimethylsilanyl-hex-4-en-2-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (R)-1-Chloro-6-trimethylsilanyl-hex-4-yn-2-ol | HCID 21310064 | — |
| 触媒 | Quinoline | HCID 7047 | — |
| 触媒 | Lindlars catalyst | HCID 131709914 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | (Z)-(R)-1-chloro-6-trimethylsilanyl-hex-4-en-2-ol | HCID 86754181 | 98.5% |
反応手順
13.04 g (63.7 mmol) of (R)-1-Chloro-6-trimethylsilanyl-hex-4-yn-2-ol was dissolved in 260 ml of abs. EtOH and hydrogenated, in the presence of 9 drops of quinoline, over 1.70 g of Lindlar catalyst at ambient temperature and 1 atm of H2. The progress of the reaction was followed by GC. After 2 h the reaction mixture was filtered and the solvent removed i.V. Short flash chromatography (SiO2, hexane/AcOEt=85/15) afforded 12.97 g of (Z)-(R)-1-chloro-6-trimethylsilanyl-hex-4-en-2-ol as colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05919986 |
| 出典データセット | uspto-grants-1999_07 |
| ORD ID | ord-42bf17d26e4b4d0f896ad9be2906c112 |
| 出典メモ | uspto-grants-1999_07 |