Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
HRID 971372생성일: 2026년 10월 24일
1-Benzyl-3-bromobenzene → 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/ko/reaction/971372
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1-Benzyl-3-bromobenzene | HCID 597532 | — |
| 반응물 | Dichloromethane methanol | HCID 21226129 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 반응물 | (S)-1-Boc-3-isopropylpiperazine | HCID 24820348 | — |
| 촉매 | 2'-(diphenylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine | HCID 2734939 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 생성물 | 4-(3'-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester | HCID 69129869 | 59,322% |
반응 단계
9.4 mg (10.3 μmol, 0.013 eq.) Pd2(dba)3 and 11.4 mg (29.9 μmol, 0.04 eq.) 2-Diphenylphosphino-2′-dimethylamino-biphenyl were dissolved in 6 ml dry toluene. Then 170.7 mg (1.78 mmol, 2.32 eq.) NaOt-Bu was added, followed by a solution of 175.0 mg (0.77 mmol) 3-(S)-Isopropyl-piperazine-1-carboxylic acid tert-butyl ester (85) and 290.6 mg (1.18 μmol, 1.54 eq.) 1-Benzyl-3-bromo-benzene (87). The resulting mixture was heated at 80° C. for 22 h. After cooling to room temperature the mixture was diluted with ether and washed with brine. The comb. org. fractions were dried over Na2SO4 and evaporated. Column chromatography (hexanes/EtOAc (3+1)) yielded 276.5 mg (0.70 mmol, 91.49%) 4-(3′-Benzylphenyl)-3-(S)-iso-propyl-piperazine-1-carboxylic acid tert-butyl ester (88).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US07312246B2 |
|---|
| 출처 데이터셋 | uspto-grants-2007_12 |
|---|
| ORD ID | ord-3a84720c0602453bb5036f899a18eba6 |
|---|
| 출처 메모 | uspto-grants-2007_12 |
|---|
