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Phenacyl bromide → 3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenacyl bromide | HCID 6259 | — |
| 反応物 | Bis(3-fluorophenyl)methyl quinuclidine-3-carboxylate | HCID 70925896 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | 3-((Bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide | HCID 86672936 | 73.2% |
反応手順
Bis(3-fluorophenyl)methyl quinuclidine-3-carboxylate (95 mg, 0.27 mmol, prepared as in example 4) and 2-bromo-1-phenylethanone (58.2 mg, 0.29 mmol) were dissolved in acetonitrile (5 ml) and stirred at room temperature overnight. The solvent was evaporated, and the resulting residue was purified by flash chromatography (DCM/MeOH=95/5 to 9/1) to obtain 3-((bis(3-fluorophenyl)methoxy)carbonyl)-1-(2-oxo-2-phenylethyl)-1-azoniabicyclo[2.2.2]octane bromide (110 mg, racemic mixture).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08604015B2 |
| 出典データセット | uspto-grants-2013_12 |
| ORD ID | ord-56119211b8554d588e5c2f8510d25183 |
| 出典メモ | uspto-grants-2013_12 |