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1-Phenylcyclohexanol → 1-Phenylcyclohexene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Phenylcyclohexanol | HCID 15319 | — |
| 反応物 | Deuterium Oxide | HCID 24602 | — |
| 反応物 | 4-Bromophenetole | HCID 68523 | — |
| 反応物 | 4-Propylcyclohexanone | HCID 142482 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-Phenylcyclohexene | HCID 13043 | — |
反応手順
4-Propylcyclohexanone is dissolved in a solvent, e.g., dichloromethane, and heated with heavy water (D2O) in the presence of a base to obtain 4-propylcyclohexanone-2,2,6,6-d4, which is then reacted with a Grignard reagent prepared from 1-ethoxy-4-bromobenzene. The resulting d4 -phenylcyclohexanol derivative is dehydrated to obtain a d3 -phenylcyclohexene derivative. The d3 -phenylcyclohexene derivative is catalytically reduced, and the cis-compound is removed to obtain 1-(trans-4-propylcyclohexyl-2,2,6-d3)-4-ethoxybenzene. ##STR60##
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05474707 |
| 出典データセット | uspto-grants-1995_12 |
| ORD ID | ord-0d7b5b94b4fb41579b124c2b6a7c6515 |
| 出典メモ | uspto-grants-1995_12 |