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Triethylamine → N-[3-(Bromomethyl)phenyl]-4-(tetradecyloxy)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | Lithium Bromide | HCID 82050 | — |
| 反応物 | N-[3-(Hydroxymethyl)phenyl]-4-(tetradecyloxy)benzamide | HCID 10003333 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-[3-(Bromomethyl)phenyl]-4-(tetradecyloxy)benzamide | HCID 11755784 | — |
反応手順
To a solution of N-[3-(hydroxymethyl)phenyl]-4-(tetradecyloxy)benzamide and 3.47 g of methanesulfonyl chloride in 200 ml of tetrahydrofuran is added 3.07 g of triethylamine followed by stirring at ambient temperature for 2 hours. Also added is 21.93 g of lithium bromide followed by stirring at ambient temperature for an additional 3 hours. The mixture is poured into water and extracted with ether. The organic layer is washed with a mixture of brine and saturated sodium bicarbonate then dried. The solvent is removed under vacuum and the residue crystallized from carbon tetrachloride:hexanes to give the desired product as a white solid, m.p. 116°-118° 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-0395525c38df43a992164d284821e325 |
| 出典メモ | uspto-grants-1993_07 |