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Ammonia → Rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ammonia | HCID 222 | — |
| 反応物 | Lithium | HCID 3028194 | — |
| 反応物 | 1,4-Dioxaspiro[4.5]dec-6-en-8-one, 7,9,9-trimethyl- | HCID 11769425 | — |
| 触媒 | Ferric nitrate | HCID 25251 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | Rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol | HCID 131711512 | — |
反応手順
Keto-α-isophorone is acetalized. The resulting 7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-one is condensed with trans-1-hydroxy-3-methyl-pent-2-en-4-yne in the presence of lithium in liquid ammonia and iron-(III) nitrate in ether to give rac. 8-(5-hydroxy-3-methyl-pent-3-en-1-yn-1-yl)-7,9,9-trimethyl-1,4-dioxaspiro[4,5]dec-6-en-8-ol (XVI).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04156090 |
| 出典データセット | uspto-grants-1979_05 |
| ORD ID | ord-f1785cc8c6c04947a40028dfef09b865 |
| 出典メモ | uspto-grants-1979_05 |