참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Triethylamine | HCID 8471 | — |
| 반응물 | 3,5-Dimethylbenzoic acid | HCID 10356 | — |
| 반응물 | 1-Hydroxybenzotriazole hydrate | HCID 2796029 | — |
| 반응물 | 2-(3,4-Dichlorophenyl)piperazine | HCID 4231356 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | (+)-(3,5-Dimethylbenzoyl)-3-(3,4-dichlorophenyl)piperazine | HCID 10292159 | 57.8% |
반응 단계
To a cooled solution of CH2Cl2 (600 mL) containing 2-(3,4-dichlorophenyl)piperazine (6.934 g, 30 mmol), 3,5-dimethylbenzoic acid (4.55 g, 30 mmol), and N-hydroxybenzotriazole monohydrate (4.05 g, 30 mmol) at -20° C. were added Et3N (4.2 mL, 30 mmol) and N,N-dimethylaminopropylethylcarbodimide (DEC) (5.86 g, 30 mmol) under nitrogen. The reaction was kept at -20° C. for an hour and gradually warmed to RT overnight. After stirring 22 h, the reaction was complete and CH2Cl2 (200 mL) was added. The organic solution was washed with brine (150 mL, 3×), dried over MgSO4, filtered and concentrated under vacuum to give 8.2 g of crude product. The product was crystallized from CH2Cl2 /Hexane to give a light yellow solid (6.3 g, 17.34 mmol, 57.8%), m.p. 139°-141° C.; FAB MS [M+1]+ 363.1.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05892039 |
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| 출처 데이터셋 | uspto-grants-1999_04 |
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| ORD ID | ord-34c8cb4e56854669843c878be4a9d975 |
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| 출처 메모 | uspto-grants-1999_04 |
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