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Hydrochloric Acid → 3,4-di-O-nicotinoyl-N-carbobenzoxydopamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Nicotinoyl chloride | HCID 82604 | — |
| 反応物 | Benzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamate | HCID 11108946 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 生成物 | 3,4-di-O-nicotinoyl-N-carbobenzoxydopamine | HCID 131718171 | 71.6% |
反応手順
19.0 g (66 mmol) of N-carbobenzoxydopamine obtained in Synthetic Example 1-(1) and 37.2 g (209 mmol) of hydrochloride of nicotinoyl chloride were added to 200 ml of pyridine. After stirring at room temperature for 12 hours, the mixture was allowed to react at 35°-40° C. for 2 hours. Then, the reaction mixture was poured into ice and a sodium carbonate solution followed by extraction with chloroform. The resulting extract was dried over anhydrous magnesium sulfate and the solvent was distilled off to obtain crude crystals. The thus-obtained crystals were recrystallized from ethyl acetate/diethyl ether (1:5 by volume) to obtain 23.5 g (yield: 71.6%) of the desired compound in the form of white crystals (m.p. 77°-78° C.).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05246949 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-904e0eff30db466b8a5980cfec8f75e8 |
| 出典メモ | uspto-grants-1993_09 |