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1-(Methylsulphonyl)acetone → 6-Bromo-3-methanesulfonyl-2-methyl-4-(4-trifluoromethyl-phenyl)-quinoline
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(Methylsulphonyl)acetone | HCID 78695 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 反応物 | (2-Amino-5-bromo-phenyl)-(4-trifluoromethyl-phenyl)-methanone | HCID 12001533 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 6-Bromo-3-methanesulfonyl-2-methyl-4-(4-trifluoromethyl-phenyl)-quinoline | HCID 12001725 | 29.1% |
反応手順
(2-Amino-5-bromo-phenyl)-(4-trifluoromethyl-phenyl)-methanone (compound of example A.3) (4 g, 11.6 mmol), methanesulfonylacetone (2.37 g, 17.4 mmol) and sodium tetrachloroaureate(III) dihydrate (0.23 g, 0.58 mmol) were heated at reflux in ethanol (50 ml) for 4 days. The resulting mixture was evaporated to dryness and the residue extracted with dichloromethane (2×), NaOH (2×) and NaCl (1×). The crude product was purified by chromatography on silica gel in heptane/ethyl acetate 70:30. One obtained a light yellow solid (1.5 g, 29%). MS: m/z=444 (M).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07728142B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-7da5d5e5e52a4a668d4398aaa7b5faaa |
| 出典メモ | uspto-grants-2010_06 |