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Diphenyl sulfide → 4-Benzyloxycarbonylmethylcyclohexanone ethylene acetal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diphenyl sulfide | HCID 8766 | — |
| 反応物 | Benzyl 2-(1,4-dioxaspiro[4,5]decan-8-ylidene)acetate | HCID 86102242 | — |
| 反応物 | HCID 178418361 | HCID 178418361 | — |
| 触媒 | HCID 178418390 | HCID 178418390 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 4-Benzyloxycarbonylmethylcyclohexanone ethylene acetal | HCID 59009026 | 82% |
反応手順
Diphenyl sulfide (33 mg, 0.18 mmol) and 10% Pd-carbon (1.08 g) were added to a solution of benzyl 2-(1,4-dioxaspiro[4,5]decan-8-ylidene)acetate (5.0 g, 17.34 mmol) in methanol (50 ml) under a nitrogen gas stream, the atmosphere in the system was replaced five times with nitrogen gas, was then filled with hydrogen gas, followed by stirring under a hydrogen gas stream for 5 hr. The catalyst was removed by filtration through Celite pad and was washed with ethanol, and the filtrate was concentrated under reduced pressure to give the title compound as a yellow oil (4.1 g, yield 82%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09115079B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-a4bed41fc4ca41229e4ff853442293c1 |
| 出典メモ | uspto-grants-2015_08 |