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Triacetoxyperiodinane → Benzyl 4-formylpiperidine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triacetoxyperiodinane | HCID 159087 | — |
| 反応物 | Benzyl 4-(hydroxymethyl)piperidine-1-carboxylate | HCID 736490 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Benzyl 4-formylpiperidine-1-carboxylate | HCID 2776272 | 66% |
反応手順
Dess-Martin reagent (17 g, 39.6 mmol) was added portion-wise to a solution of 4-hydroxymethyl-piperidine-1-carboxylic acid benzyl ester from Example E33.1 (8.33 g, 33 mmol) in dichloromethane (100 ml) at room temperature. The mixture was stirred for 3 h under an inert atmosphere then diluted with chloroform and water and the layers were partitioned. The organic layer was washed with brine, dried and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 40% EtOAc:60% hexane) to yield the title compound (5.5 g, 66%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08202858B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-ce0d9e545c534132b12a3dca31da0c12 |
| 出典メモ | uspto-grants-2012_06 |