참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Diisopropylethylamine | HCID 81531 | — |
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)- | HCID 12228412 | — |
| 반응물 | Methyl 5-bromo-2-(bromomethyl)benzoate | HCID 12929136 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | Rac-6-bromo-2-(trans-2-hydroxycyclohexyl)isoindolin-1-one | HCID 118468159 | 43.7% |
반응 단계
To a solution of methyl 5-bromo-2-(bromomethyl)benzoate (0.50 g) in DMF (5.00 mL) were added trans-2-aminocyclohexanol hydrochloride (0.37 g) and N-ethyldiisopropylamine (1.42 mL), and the mixture was stirred at 80° C. for 3 hr. To the reaction mixture was added 5% aqueous sodium bicarbonate, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (0.22 g).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09315458B2 |
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| 출처 데이터셋 | uspto-grants-2016_04 |
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| ORD ID | ord-23ffd78d87f04cde95c5344f099a46a1 |
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| 출처 메모 | uspto-grants-2016_04 |
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