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Sodium Hydroxide → t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Benzene, 1-(bromomethyl)-3-nitro- | HCID 77568 | — |
| 反応物 | Bis(tetrabutylammonium) sulphate | HCID 11433187 | — |
| 反応物 | t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate | HCID 68697680 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | t-butyl (1S)-2-(3-methylphenoxy)-1-{[(3-nitrobenzyl)oxy]methyl}ethylcarbamate | HCID 86609359 | 76.6% |
反応手順
To t-butyl (1S)-2-hydroxy-1-[(3-methylphenoxy)methyl]ethylcarbamate (300 mg) obtained in Step 1 of Example 118 were added 3-nitrobenzyl bromide (254 mg), tetrabutylammonium sulfate (91 mg), benzene (2.3 ml) and 50% aqueous sodium hydroxide solution (2.3 ml), and the mixture was stirred at room temperature for 1.5 hrs. The mixture was diluted with ethyl acetate and, after washing with water, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained crude product was purified by silica gel chromatography (ethyl acetate-hexane) to give the title compound (340 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07728005B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-f3dc3c9b14454ea5a9913cceb9841054 |
| 出典メモ | uspto-grants-2010_06 |