참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1,2-Dichloroethane | HCID 11 | — |
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Isobutylamine | HCID 6558 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | 1-Hydroxybenzotriazole | HCID 75771 | — |
| 반응물 | Methyl 2-(4-bromophenyl)-2-methylpropanoate | HCID 3651431 | — |
| 반응물 | 2-(4-Bromophenyl)-2-methylpropanoic acid | HCID 10933679 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-(4-Bromophenyl)-N-isobutyl-2-methylpropanamide | HCID 68775075 | 94% |
반응 단계
Methyl 2-(4-bromophenyl)-2-methylpropanoate (1.29 ml, 5 mmol) was added to 30 ml of 1M aq. NaOH and the mixture was stirred at 60° C. overnight. The solution was acidified with 6M aq. HCl (pH 2) and extracted with EtOAc. The organic extract was washed with brine, dried over MgSO4 and concentrated on vacuum. The crude 2-(4-bromophenyl)-2-methylpropanoic acid was coupled without further purification with 2-methylpropan-1-amine (0.5 ml, 5 mmol) in presence of EDC (1.1 g, 5.5 mmol) and HOBt (675 mg, 5 mmol) in 8 ml of DMF at rt overnight. The mixture was dried down on vacuum and extracted with EtOAc and washed with saturated NaHCO3, 10% citric acid and brine. Organic extracts were dried over MgSO4 and concentrated on vacuum to give 2-(4-bromophenyl)-N-isobutyl-2-methylpropanamide as a white solid (1.4 g, 94%). (M+H, 298).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07842324B2 |
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| 출처 데이터셋 | uspto-grants-2010_11 |
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| ORD ID | ord-cf4870b5bb964611ad0eeb37932657d1 |
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| 출처 메모 | uspto-grants-2010_11 |
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