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Diethyl Ether → 2-Methoxyethoxymethyl ether
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | 3-Methyl-1,5-pentanediol | HCID 20524 | — |
| 反応物 | 1-(Chloromethoxy)-2-methoxyethane | HCID 77590 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-Methoxyethoxymethyl ether | HCID 21883427 | — |
反応手順
To 3.54 g (30 mmol) of 3-methyl-1,5-pentanediol in 30 ml of dry tetrahydrofuran (THF) at 0° was added 19.2 ml (30 mmol) of 1.56 M n-butyllithium. After 30 min, 3.74 g (30 mmol) of β-methoxyethoxymethyl chloride was added and the reaction was stirred overnight. The reaction was poured into ether and water. The aqueous phase was back-extracted twice with ether. Combined ether layers were washed with sat. NaCl solution and were dried over calcium sulfate. The crude product was placed on 1 m×20 cm prep. SiO2 plates which were then developed with 40% ethyl acetate/hexane. Removal of the second least polar band gave the monoether derivative of 3-methyl-1,5-pentanediol (II).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04267363 |
| 出典データセット | uspto-grants-1981_05 |
| ORD ID | ord-cbd814ede4cc492082c0efcadf65bbc9 |
| 出典メモ | uspto-grants-1981_05 |