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Methyl Acrylate → trans-3-[2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphth-6-yl]prop-2-enoic acid methyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl Acrylate | HCID 7294 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Tri-o-tolylphosphine | HCID 80271 | — |
| 反応物 | 6-bromo-2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphthalene | HCID 19692033 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | trans-3-[2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphth-6-yl]prop-2-enoic acid methyl ester | HCID 86752211 | 28.5% |
反応手順
3.1 g (0.01 mol) of 6-bromo-2-(N,N-dipropylamino)-1,2,3,4-tetrahydronaphthalene are dissolved in 50 ml of dimethylformamide. There are added in succession to that solution 0.94 g (0.011 mol) of methyl acrylate, 22.4 mg (0.1 mmol) of palladium acetate, 121 mg (0.4 mmol) of tri-ortho-tolylphosphine and 1.6 ml (0.011 mol) of triethylamine. The mixture is heated at 125°-130° C. for 3 h 30 min. with stirring, cooled, poured into 700 ml of water, extracted with ethyl acetate and washed with a solution of LiCl. After acid to base change, 0.9 g of the expected product is obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726208 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-308160af0fe341559cc3cb76dcacfde8 |
| 出典メモ | uspto-grants-1998_03 |