関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Butylate | HCID 16181 | — |
| 反応物 | Potassium | HCID 5462222 | — |
| 反応物 | N-[1-(3-Bromophenyl)-2-hydroxy-1-methylethyl]-2-chloroacetamide | HCID 58155284 | — |
| 溶媒 | 2-Methyl-2-butanol | HCID 6405 | — |
| 生成物 | 5-(3-Bromophenyl)-5-methylmorpholin-3-one | HCID 58155305 | 91% |
反応手順
A solution of (RS)-N-[1-(3-bromo-phenyl)-2-hydroxy-1-methyl-ethyl]-2-chloro-acetamide (5.36 g, 17 mmol) in 2-methyl-2-butanol (100 ml) was treated in one portion with potassium tent-butylate (6.66 g, 58 mmol). Initially, the temperature rose to 30° C.; the reaction mixture was left to cool to room temperature and stirring was continued for one hour. For the workup, the reaction mixture was treated with methanol (50 ml), then evaporated at reduced pressure. The residue was purified by chromatography on silica gel using a gradient of dichloromethane/methanol=100/0 to 75/25 as the eluent. There were obtained 4.18 g (88% of theory) of (RS)-5-(3-bromo-phenyl)-5-methyl-morpholin-3-one as a white solid. Mass (calculated) C11H12BrNO2 [270.128]; (found) [M+H]+=270, [M+2-H]+==272.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08188079B2 |
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| 出典データセット | uspto-grants-2012_05 |
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| ORD ID | ord-4b4d45f8e75542c4ab3273f779f65774 |
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| 出典メモ | uspto-grants-2012_05 |
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