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Potassium Hydroxide → 5-Tert-butyl-4-(2-dimethylamino-ethoxy)-2-methyl-phenylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | 4-Amino-2-tert-butyl-5-methyl-phenol | HCID 425182 | — |
| 反応物 | N,N-dimethylamine ethyl bromide HBr salt | HCID 19354026 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | 5-Tert-butyl-4-(2-dimethylamino-ethoxy)-2-methyl-phenylamine | HCID 68544323 | 26% |
反応手順
Heat a mixture of 4-amino-2-tert-butyl-5-methyl-phenol (600 mg, 3.2 mmol), N,N-dimethylamine ethyl bromide HBr salt (820 mg, 3.4 mmol), and potassium hydroxide (750 mg, 13.4 mmol) in 1,2-dimethoxyethane in a microwave vessel with irradiation of <10 Watts at a temperature of 150-170° C. for 5 minutes. After the reaction cools, filter via Celite® and wash with dichloromethane. Concentrate the filtrate and purify by silica gel column chromatography, with a gradient from 100% DCM to 5% MeOH in DCM to 5% (2N ammonia in MeOH) in DCM to yield the title compound as a red brown oil (26% yield). LCMS (ES), m/z 251 (M+1).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07666879B2 |
| 出典データセット | uspto-grants-2010_02 |
| ORD ID | ord-23c888667c20442baa1460856fd5d581 |
| 出典メモ | uspto-grants-2010_02 |