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Hydrochloric Acid → (S)-1,1,3,4,4,6-hexamethyl1,2,3,4-tetrahydronaphthalene
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Lithium hydride | HCID 62714 | — |
| 反応物 | (S)-3-chloromethyl-1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene | HCID 13175029 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | (S)-1,1,3,4,4,6-hexamethyl1,2,3,4-tetrahydronaphthalene | HCID 13175223 | 73% |
反応手順
To a suspension of lithium hydride (4.52 g; 0.569 mol) and aluminum lithium hydride (1.81 g; 0.048 mol) in tetrahydrofuran under nitrogen, (S)-3-chloromethyl-1,1,4,4,6-pentamethyl-1,2,3,4-tetrahydronaphthalene (94.69 g; 0.378 mol) was added dropwise, and the resultant mixture was heated while refluxing for 36 hours. The reaction mixture was treated with dilute hydrochloric acid and extracted with n-hexane. The extract was washed with saturated sodium chloride solution, dried, concentrated and distilled to give (S)-1,1,3,4,4,6-hexamethyl-1,2,3,4-tetrahydronaphthalene (59.7 g; 0.276 mol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04767882 |
| 出典データセット | uspto-grants-1988_08 |
| ORD ID | ord-c06f0207e593442db845f254e6ee523b |
| 出典メモ | uspto-grants-1988_08 |