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Imidazole → Diethyl 3-(tert-butyldiphenylsiloxy)glutarate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | tert-Butyldiphenylchlorosilane | HCID 94078 | — |
| 反応物 | Diethyl 3-hydroxyglutarate | HCID 96259 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Methylenechloride Hexane | HCID 21226440 | — |
| 生成物 | Diethyl 3-(tert-butyldiphenylsiloxy)glutarate | HCID 19825423 | 96.3% |
反応手順
To a solution of 1.22 g (5.97 mmol) of diethyl 3-hydroxyglutarate in dry dimethylformamide (30 ml) were added 1.95 g (7.09 mmol) of tert-butyldiphenylsilyl chloride and 1.41 g (20.7 mmol) of imidazole in an atmosphere of argon, and the mixture was allowed to react at room temperature for 10 hours. To the solution was added water followed by extraction with benzene. The organic layer was washed with water and concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. From the eluate with dichloromethane-hexane (1:1) was afforded 2.54 g (5.75 mmol) of diethyl 3-(tert-butyldiphenylsiloxy)glutarate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05043142 |
| 出典データセット | uspto-grants-1991_08 |
| ORD ID | ord-b137e4dd1add486fa79b10bc2fba854c |
| 出典メモ | uspto-grants-1991_08 |