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2,2-Dimethoxypropane → HCID 16122395、化合物
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,2-Dimethoxypropane | HCID 6495 | — |
| 反応物 | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| 反応物 | Andrographolide | HCID 5318517 | — |
| 反応物 | Benzene dimethylsulfoxide | HCID 18518713 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | HCID 16122395 | HCID 16122395 | — |
反応手順
A mixture of andrographolide (15 g), 2,2-dimethoxypropane (20 ml) and catalytic amount of pyridinium p-toluene sulphonate (few crystals) in a solution of benzene/dimethyl suiphoxide (300 ml/40 ml) was refluxed for 30 min. After completion of the reaction (checked by TLC), the contents were cooled to room temperature and basified with excess triethylamine (10 ml) to quench the remaining catalyst. The mixture was diluted with benzene (200 ml) and washed with water (3×300 ml). The organic layer was dried over Na2SO4 and concentrated to obtain a yellow solid which on maceration with diethyl ether gave 3,19-isopropylidene andrographolide as a pale yellow product (15 g). m.p. 194.5° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06576662B2 |
| 出典データセット | uspto-grants-2003_06 |
| ORD ID | ord-f22b924b83a54a45bf54fb43ff477152 |
| 出典メモ | uspto-grants-2003_06 |