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Methanol → 1-(4-chlorophenyl)-1,3-Propanediol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | Ethyl 3-(4-chlorophenyl)-3-oxopropanoate | HCID 101336 | — |
| 反応物 | Diisopropylaluminium hydride | HCID 21896610 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 1-(4-chlorophenyl)-1,3-Propanediol | HCID 10330082 | 59.5% |
反応手順
To a solution of 5.0 g of ethyl-4-chlorobenzoylacetate in 100 ml of methylene chloride cooled to -30° C., 77.3 ml of diisopropylaluminium hydride (1.0 mol/l toluene solution) was added, and the resulting mixture was stirred for 30 minutes and then brought back to room temperature over 3 hours, and 4.14 g of methanol and 24.3 g of water were added carefully, and the mixture was stirred for another 1.5 hours. The precipitate was filtered off, and the filtrate was concentrated. The resulting residue was purified by silica gel column chromatography (eluent; n-hexane/ethyl acetate=1/1), to obtain 2.45 g of the title compound as a pale yellow oily substance.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05856327 |
| 出典データセット | uspto-grants-1999_01 |
| ORD ID | ord-bbbe2d4035484addbe187122e4fa8725 |
| 出典メモ | uspto-grants-1999_01 |