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Dichloromethane → N,N-Diethyl-2-(3,5-di-tert-butyl-4-hydroxyphenyl)acetamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Diethylamine | HCID 8021 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 3,5-Bis(1,1-dimethylethyl)-4-hydroxybenzeneacetic acid | HCID 2775110 | — |
| 触媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Heptane | HCID 8900 | — |
| 生成物 | N,N-Diethyl-2-(3,5-di-tert-butyl-4-hydroxyphenyl)acetamide | HCID 18924148 | 67.8% |
反応手順
7.92 g (0.03 Mol) of (3,5-di-tert-butyl-4-hydroxyphenyl)acetic acid are stirred overnight in 40 ml of heptane and 20 ml of dichloromethane with 4 ml of thionyl chloride and 4 drops of N,N-dimethylformamide. An additional 90 ml of heptane are added and then 90 ml of solvent and the excess amount of thionyl chloride are distilled off. The residual solution is cooled to room temperature and then 7.5 ml (0.072 mol) of diethylamine are added dropwise. The mixture is stirred one hour, then washed with water, 5% hydrochloric acid and water again. The solvent is evaporated in vacuo, and the residue is crystallized twice from acetonitrile to give 6.5 g of the intermediate product as colorless needles, melting at 111°-113° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05670692 |
| 出典データセット | uspto-grants-1997_09 |
| ORD ID | ord-3695ad6018504a4d8c6a5031af1d57c1 |
| 出典メモ | uspto-grants-1997_09 |