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Ethyl Acetate → Hydrogen Bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Bromine | HCID 24408 | — |
| 反応物 | 1,2,4-Trimethoxybenzene | HCID 67284 | — |
| 溶媒 | Carbon Tetrachloride | HCID 5943 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | Hydrogen Bromide | HCID 260 | — |
| 生成物 | 3,6-Dihydroxy-5-oxo-1,3,6-cycloheptatriene-1-carboxylic acid | HCID 20501 | — |
反応手順
Puberulic acid is also obtainable by direct chemical synthesis, as disclosed by Johns et al., Jour. Chem. Soc. 1954, 198. According to this method, a solution of 3,4,6-trimethoxycycloheptatriene-caboxylic acid (an intermediate obtained by reacting diazoacetic ester and 1,2,4-trimethoxybenzene) in chloroform is reacted with a solution of bromine in carbon tetrachloride; the obtained precipitate is then heated in ethyl acetate, cooled in ice and then hydrolyzed with hydrobromic acid, obtaining stipitatic acid. Said stipitatic acid is then reacted with bromine, in order to obtain monobromostipitatic acid which is in turn reacted with potassium hydroxide to obtain the desired puberulic acid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05990160 |
| 出典データセット | uspto-grants-1999_11 |
| ORD ID | ord-2834295b1515457aa229f827df589c87 |
| 出典メモ | uspto-grants-1999_11 |