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Phenylglyoxylic Acid → N'-t-butyl-N-benzoylcarbonyl-N'-benzoylhydrazine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenylglyoxylic Acid | HCID 11915 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | N'-tert-butylbenzohydrazide | HCID 299436 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | N'-t-butyl-N-benzoylcarbonyl-N'-benzoylhydrazine | HCID 19367969 | 65% |
反応手順
N'-t-butyl-N-benzoylhydrazine (1 g), benzoyl formic acid (1 g) and methanesulfonyl chloride (0.7 g) were stirred in toluene (35 ml) and saturated sodium bicarbonate (15 ml) at approximately 5° C. Triethylamine was added slowly, dropwise to the reaction mixture, and slowly warmed to room temperature. After stirring for 1 hour, the reaction mixture was diluted with toluene (20 ml) and the organic layer was washed several times with water. The organic layers were dried over magnesium sulfate, filtered and the toluene rotavapped off to afford a white gum. The crude product was chromatographed on silica gel (G:230-400 mesh) using a methylene chloride ether solvent system as eluant to afford a 65% yield of a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05424333 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-5c1f70365848435ead7e43c74e189906 |
| 出典メモ | uspto-grants-1995_06 |