반응식
[C:1]1([C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[SH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:24][CH2:25]Br.[CH2:27]([CH2:30][NH2:31])[CH:28]=C.[CH3:32]C(N(C)C)=O>>[CH2:30]([N:31]([CH3:32])[CH2:24][CH2:25][S:8][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)[CH:27]=[CH2:28]참가 물질
실험 절차
5.53 g (20 mmol) triphenylmethanethiol in 50 ml DMA were deprotonated at 0° C. with 0.87 g (20 mmol) of 55% NaH. The reaction was stirred for 30 min at RT, dropped slowly (30 min) to a cooled (0° C.) solution of 1.72 ml (20 mmol) of 1,2-dibromoethane in 50 ml DMA. The reaction mixture was stirred for 6 h at RT, cooled (0° C.) and treated with 3.83 ml (40 mmol) of N-allylmethylamine. After 16 h at RT, the reaction was cooled (0° C.) and treated again with 3.83 ml (40 mmol) of N-allylmethylamine. After 24 h at RT, the solution was concentrated and dissolved in aqueous saturated NaHCO3/Et2O (3×). The organic phase was dried over Na2SO4 and evaporated. Flash column chromatography on silica gel with CH2Cl2/MeOH (99.5:0.5 to 95:5) yielded 3.27 (44%) of Allyl-methyl-(2-tritylsulfanyl-ethyl)-amine, MS: 374 (MH+).
후처리
- additiondropped slowly (30 min) to
- stirringThe reaction mixture was stirred for 6 h at RT
- temperaturecooled (0° C.)
- waitAfter 16 h at RT
- temperaturethe reaction was cooled (0° C.)
- waitAfter 24 h at RT
- concentrationthe solution was concentrated
- dissolutiondissolved in aqueous saturated NaHCO3/Et2O (3×)
- dry with materialThe organic phase was dried over Na2SO4
- customevaporated
출처 및 근거
- ORD 기록
- ord-fe59254e88dd4b17a32a7389dd3667c6
- 출처 데이터셋
- uspto-grants-2005_02
- 특허 번호
- US06858651B2
연결된 노트
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