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Diethyl Oxalate → 4,5-Dihydro-5,8-dimethyl-4-oxopyrano[3,2-b]indole-2-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Oxalate | HCID 7268 | — |
| 反応物 | Disodium | HCID 141233 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 反応物 | 1,5-dimethyl-3-hydroxy-1H-indol-2-yl methyl ketone | HCID 12511328 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 4,5-Dihydro-5,8-dimethyl-4-oxopyrano[3,2-b]indole-2-carboxylic acid | HCID 12628431 | — |
反応手順
In a manner analogous to that of Example 14, 8.2 g (0.040 mole) of 1,5-dimethyl-3-hydroxy-1H-indol-2-yl methyl ketone (Example 12) was reacted with sodium metal (3.7 g, 0.16 mole) and diethyl oxalate (21.5g, 0.20 mole) in 200 ml absolute ethanol. The red disodium salt intermediate was then converted to the title compound as described in Example 17. Two recrystallization of the final product from DMF-water yielded yellow needles of mpt. 290°.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04175083 |
| 出典データセット | uspto-grants-1979_11 |
| ORD ID | ord-9977afb92eca43458dada9068c15f795 |
| 出典メモ | uspto-grants-1979_11 |