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1,2-Dibromoethane → 9-(2-bromoethyl)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,2-Dibromoethane | HCID 7839 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | 6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one | HCID 607984 | — |
| 触媒 | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 9-(2-bromoethyl)-6-methyl-2,3,4,9-tetrahydro-1H-carbazol-1-one | HCID 838311 | — |
反応手順
199 g. (1 mole) of 6-methyl-1,2,3,4-tetrahydrocarbazol-1-one and 376 g. (2 moles) of 1,2-dibromoethane are dissolved in 1000 ml. of toluene and stirred together with 1000 ml. of sodium hydroxide solution and 4.25 g. (12.5 m moles) of tetrabutylammoniumhydrogensulfate for 10 hours at 60° C. After evaporating the aqueous layer, distilling off the solvent and recrystallizing the residual crude product, 275 g. of 6-methyl-9-(2-bromoethyl)-1,2,3,4-tetrahydrocarbazol-1-one (90% of the theoretical) melting at 102° to 103° C. are obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04258043 |
| 出典データセット | uspto-grants-1981_03 |
| ORD ID | ord-ecbf2eb67661416ba6e34369eb482678 |
| 出典メモ | uspto-grants-1981_03 |