関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Ethoxalyl chloride | HCID 20884 | — |
| 反応物 | 1-Methyl-2-phenylindole | HCID 77095 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Aluminum(III) Chloride | HCID 6451240 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | ethyl (1-methyl-2-phenyl-1H-indol-3-yl)-oxo-acetate | HCID 70855253 | 43% |
反応手順
At 0° C., aluminum (III) chloride (2.5 g, 19 mmol) was added per portion to a solution of 1-methyl-2-phenyl-1H-indole (1 g, 4.8 mmol) and ethyl chlorooxoacetate (900 μL, 8.05 mmol) in dichloromethane (10 mL). The mixture was stirred for 2 hours at 0° C. and then hydrolyzed with a saturated solution of sodium bicarbonate. After removing the aqueous layer, organic layer was washed with water, brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate 90/10) to afford the desired keto-ester (8a) (630 mg, 2.05 mmol, 43%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09238026B2 |
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| 出典データセット | uspto-grants-2016_01 |
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| ORD ID | ord-866331b423cb4203b3edccc029b13bb9 |
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| 出典メモ | uspto-grants-2016_01 |
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