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Pyridine → N-[3-(Hydroxymethyl)phenyl]-4-(tetradecyloxy)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Chloroform | HCID 6212 | — |
| 反応物 | 3-Aminobenzyl alcohol | HCID 80293 | — |
| 反応物 | Benzoyl chloride, 4-(tetradecyloxy)- | HCID 9998158 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | N-[3-(Hydroxymethyl)phenyl]-4-(tetradecyloxy)benzamide | HCID 10003333 | 82.1% |
反応手順
To a solution of 8.17 g of m-aminobenzyl alcohol and 16.14 g of pyridine in 200 ml of methylene chloride is added at 0° C. over 30 minutes a solution of 18 g of p-tetradecyloxybenzoyl chloride in 200 ml of methylene chloride. Stirring is continued for another 6 hours. An additional 400 ml of chloroform and water is added followed by warming to dissolve all the solids. The warm organic layer is separated and washed with dilute hydrochloric acid and saturated sodium bicarbonate. The warm organic layer is dried and filtered. The filtrate is diluted with an equal volume of hexane and cooled in a refrigerator overnight. The resulting solid is collected and air dried to give 18.4 g of the desired product as a white solid, m.p. 112°-115° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05231182 |
| 出典データセット | uspto-grants-1993_07 |
| ORD ID | ord-1d0883649c7d424994873662eac1dba4 |
| 出典メモ | uspto-grants-1993_07 |