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Bicarbonate Ion → 3,7-Dimethyl-4-hydroxy-6-octen-1-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bicarbonate Ion | HCID 769 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | Methyl 3,7-dimethyl-4-oxo-6-octenoate | HCID 15340230 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 3,7-Dimethyl-4-hydroxy-6-octen-1-ol | HCID 13668881 | 863.9% |
反応手順
Methyl 3,7-dimethyl-4-oxo-6-octenoate (68 g, 34 mmole) in ether (10 ml) is added to a mixture of lithium aluminum hydride (1.3 g, 34 mmole) and ether (150 ml) at 0°. After the addition is complete the mixture is allowed to warm to room temperature and stirred for 1 hour, after which it is cooled to 0° and carefully added to a 5% aqueous sodim bicarbonate solution (50 ml). The resulting mixture is treated with water (100 ml) and ethyl acetate (300 ml). The organic phase is separated, dried (Na2SO4) and the solvent is removed in vacuo to give a colorless oil (50.6 g, 94%). This material shows one spot on TLC (silica gel 50% ethyl acetate in hexane) and is not further purified.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04222937 |
| 出典データセット | uspto-grants-1980_09 |
| ORD ID | ord-a6daa448ebb4476396eec9aac57fc091 |
| 出典メモ | uspto-grants-1980_09 |