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Ethanol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethanol | HCID 702 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | 5-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol | HCID 11739240 | — |
| 触媒 | Palladium | HCID 23938 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol | HCID 9921257 | 95.2% |
反応手順
A flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml) and ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was then evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), affording the title compound (10.2 g, 95%) as a white solid. m/z(ES+) 251(M+H+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06852747B2 |
| 出典データセット | uspto-grants-2005_02 |
| ORD ID | ord-20dfcce9f0c546d8b9b04dcc962410fc |
| 出典メモ | uspto-grants-2005_02 |