化工社化工社 化学情報印刷レポート · 研究参考用
Acetyl chloride → Methyl 5-acetyl-2,4-dihydroxybenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetyl chloride | HCID 6367 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Trifluoromethanesulfonic acid | HCID 62406 | — |
| 反応物 | 4-Acetoxy-2-hydroxy-benzoic acid methyl ester | HCID 57990217 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | Methyl 5-acetyl-2,4-dihydroxybenzoate | HCID 12482079 | — |
反応手順
The toluene solution from Step 1 was cooled in an ice bath under N2 and triflic acid (9.44 L) added slowly over 3 h. On stirring a fine white solid was formed which dissolved on warming to RT over 20 h and then stirring at RT for 37 h to give a yellow solution. To the solution was added acetyl chloride (726 mL) and the solution stirred at RT for a further 1 h. This solution was cannulated into a stirred cooled (0° C.) solution of EtOAc (217.8 L) and NaOAc.3H2O (14.52 Kg) dissolved in water (145 L). The organic phase was washed with saturated brine (twice, 72.6 L), and was evaporated to 5.5 Kg. Toluene:Isopropanol (2:3) was added and the crystalline solid removed by filtration and dried to give 12.6 Kg (61% over 2 steps), mp 124-126° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08883790B2 |
| 出典データセット | uspto-grants-2014_11 |
| ORD ID | ord-7958ef2b06b348908d2f62b7719bca66 |
| 出典メモ | uspto-grants-2014_11 |