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Magnesium perchlorate → Methyl 3-(5-methoxy-1H-indol-3-yl)propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Magnesium perchlorate | HCID 24840 | — |
| 反応物 | Silane, ((1-methoxy-2-methyl-1-propenyl)oxy)trimethyl- | HCID 552336 | — |
| 反応物 | (5-methoxy-1H-indol-3-yl)methanol | HCID 4255293 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | Methyl 3-(5-methoxy-1H-indol-3-yl)propanoate | HCID 54357260 | 100% |
反応手順
To a solution of 5-methoxy-1H-indol-3-yl-methanol 141 (115 mg, 0.643 mmol) dissolved in dichloromethane (3 ml), (1-methoxy-2-methyl-propenyloxy)-trimethylsilane (200 mg, 1 mmol) and magnesium perchlorate (164 mg, 0.74 mmol) were added. The reaction was allowed to stir at ambient temperature for 3-4 hours after which the mixture was diluted with water (50 ml) and dichloromethane (DCM, 100 mL). The organic layer was separated and washed with water (50 mL; 3×). The organic layer was washed once with brine, dried over anhydrous sodium sulfate, and evaporated under reduced pressure to give an oil and purified with flash chromatography (silica with 80% hexane, 20% ethyl acetate to afford 142 as a light colored oil (150 mg; 88% yield; M+1=262.3).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08367828B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-28ec998738a3433390f28c728015bb0c |
| 出典メモ | uspto-grants-2013_02 |