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Bis(acetoxy)iodobenzene → 3-Hydroxy-2,2-dimethyl-5-phenylpentanal
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bis(acetoxy)iodobenzene | HCID 21865429 | — |
| 反応物 | 2,2-Dimethyl-5-phenyl-1,3-pentanediol | HCID 85593948 | — |
| 反応物 | Sodium bicarbonate water | HCID 86585896 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Hydroxy-2,2-dimethyl-5-phenylpentanal | HCID 15786596 | 99% |
反応手順
DMN-AZADO (2.00 mg, 0.012 mmol) and diacetoxyiodobenzene (117 mg, 0.362 mmol) were added to a dichloromethane solution (0.24 ml) of 2,2-dimethyl-5-phenylpentane-1,3-diol (50.2 mg, 0.241 mmol), and the mixture was stirred at room temperature for 15 min. This was followed by addition of saturated sodium bicarbonate water (1 ml) and a sodium thiosulfate solution (1 ml), and extraction with diethyl ether. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was then purified by silica gel column chromatography to give 3-hydroxy-2,2-dimethyl-5-phenylpentanal (49.2 mg, 92%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09114390B2 |
| 出典データセット | uspto-grants-2015_08 |
| ORD ID | ord-b088dd1a3b264c0e82bd6badb58f889f |
| 出典メモ | uspto-grants-2015_08 |