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Sulfuric Acid → 4-Dimethylamino-phenylboric acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | 4-bromo-N,N-dimethylaniline | HCID 11465 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Dimethylamino-phenylboric acid | HCID 19081707 | 40% |
反応手順
A solution of the corresponding Grignard compound is prepared from 16.8 g 4-bromo-N,N-dimethyl-aniline and 2.04 g of magnesium in 150 ml of tetrahydrofuran. This is now slowly added dropwise while stirring at -60° to a solution of 9.4 ml of trimethylborate in 50 ml of tetrahydrofuran under argon. Subsequently, the mixture is stirred at room temperature overnight. The mixture is poured on to ice-water, adjusted to pH 3-4 with dilute sulphuric acid and extracted with diethyl ether. The extract is dried, evaporated and the residue is recrystallized from water. 5.6 g (40%) of 4-dimethylamino-phenylboric acid are obtained. Mass spectrum: peaks inter alia at m/e: 164 (M±H, 100%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05763450 |
| 出典データセット | uspto-grants-1998_06 |
| ORD ID | ord-45295211147146cc965004b4e34c1268 |
| 出典メモ | uspto-grants-1998_06 |