関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | o-Bromocumene | HCID 23475 | — |
| 反応物 | Dimethoxyethane ethanol | HCID 20074477 | — |
| 反応物 | 4-(3'-Benzylphenyl)-3-(S)-isopropyl-piperazine | HCID 20760004 | — |
| 反応物 | Sodium t-butoxide | HCID 23676156 | — |
| 触媒 | 2'-(diphenylphosphanyl)-N,N-dimethyl-[1,1'-biphenyl]-2-amine | HCID 2734939 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 1-(3-Benzyl-phenyl)-2-(S)-isopropyl-4-(2-isopropyl-phenyl)-piperazine | HCID 69129555 | 62.2% |
反応手順
110.7 mg (0.38 mmol) 4-(3′-Benzylphenyl)-3-(S)-isopropyl-piperazine (88a), 123.5 mg (0.62 mmol, 1.65 eq.) 1-Bromo-2-isopropyl-benzene 11.7 mg (12.7 μmol, 0.034 eq.) Pd2(dba)3, 7.4 mg (19.3 μmol, 0.05 eq.) 2-Diphenylphosphino-2′-dimethylamino-biphenyl and 87.3 mg (0.91 mmol, 2.42 eq.) NaOt-Bu were dissolved in 5 ml dry toluene. The resulting mixture was heated under N2 at 80° C. for 15.5 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 (9+1)) yielded 96.5 mg (0.23 mmol, 62.20%) 1-(3-Benzyl-phenyl)-2-(S)-isopropyl-4-(2-isopropyl-phenyl)-piperazine (89) as a clear oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07312246B2 |
|---|
| 出典データセット | uspto-grants-2007_12 |
|---|
| ORD ID | ord-22028e2f0fd24a9189311b03f7571aaf |
|---|
| 出典メモ | uspto-grants-2007_12 |
|---|
