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Triacetoxyperiodinane → 1-tosyl-1H-pyrazole-4-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triacetoxyperiodinane | HCID 159087 | — |
| 反応物 | [1-(toluene-4-sulfonyl)-1H-pyrazol-4-yl]-methanol | HCID 59278506 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium Bicarbonate | HCID 516892 | — |
| 生成物 | 1-tosyl-1H-pyrazole-4-carbaldehyde | HCID 57743031 | — |
反応手順
To a solution of [1-(toluene-4-sulfonyl)-1H-pyrazol-4-yl]-methanol (5.20 g, 20.61 mmol) in THF was added Dess-Martin periodinane (15.00 g, 35.37 mmol). After 3 hours, the mixture was diluted with saturated aqueous NaHCO3 and filtered through diatomaceous earth. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with a gradient of 20-50% ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vacuo to afford 1-(toluene-4-sulfonyl)-1H-pyrazole-4-carbaldehyde.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08063065B2 |
| 出典データセット | uspto-grants-2011_11 |
| ORD ID | ord-790e87c37cbb42d1ae92ecf6ea4f61b6 |
| 出典メモ | uspto-grants-2011_11 |