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(2-(4-Bromophenoxy)ethyl)dimethylamine → alpha-Ethyl-alpha-(3-chlorophenyl)-4-[2-(dimethylamino)-ethoxy]-benzylalcohol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (2-(4-Bromophenoxy)ethyl)dimethylamine | HCID 213877 | — |
| 反応物 | 3'-Chloropropiophenone | HCID 587128 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | alpha-Ethyl-alpha-(3-chlorophenyl)-4-[2-(dimethylamino)-ethoxy]-benzylalcohol | HCID 20216187 | — |
反応手順
To a Grignard reactant prepared from 2.2 g. of magnesium turnings and 23.4 g. of 4-[2-(dimethylamino)-ethoxy]-bromobenzene in 100 ml. of dry tetrahydrofurane a solution of 10 g. of m-chloro-propiophenone in 30 ml. of tetrahydrofurane is added dropwise, at 20° C. The reaction mixture is stirred at room temperature for another two hours, cooled, and filtered onto a 20% aqueous ammonium chloride solution. Tetrahydrofurane is distilled off in vacuo. The residue is extracted with ether, the ethereal phase is washed with water, dried over anhydrous magnesium sulfate, filtered, and ether is distilled off. Crystallization of the residue from a mixture of n-hexane and ethyl acetate yields 14.2 g. of the named compound, melting at 108° to 109° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04645774 |
| 出典データセット | uspto-grants-1987_02 |
| ORD ID | ord-f166782117584096ac805d8aeac5b5c5 |
| 出典メモ | uspto-grants-1987_02 |