Imidazole → 4-[(tert-Butyldimethylsilyl)oxy]-N-methylaniline
반응식
[CH3:1][NH:2][C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.[CH3:10][C:11]([Si:14](Cl)([CH3:16])[CH3:15])([CH3:13])[CH3:12].N1C=CN=C1.O>C(Cl)Cl>[Si:14]([O:9][C:6]1[CH:7]=[CH:8][C:3]([NH:2][CH3:1])=[CH:4][CH:5]=1)([C:11]([CH3:13])([CH3:12])[CH3:10])([CH3:16])[CH3:15]참가 물질
6
실험 절차
A solution of 4-(methylamino)phenol (5.0 g, 29 mmol), TBDMSCl (4.8 g, 32 mmol) and imidazole (9.9 g, 0.15 mol) in DCM was stirred at r.t. for 1 h. Water was added, and the mixture was extracted with EtOAc. The organic layer was dried (Na2SO4), concentrated and purified by silica gel chromatography (PE:EtOAc=10:1) to give 3.0 g (43%) of the title compound as a dark green oil. [M+H] Calc'd for C13H23NOSi, 238. Found, 238.
후처리
- extractionthe mixture was extracted with EtOAc
- dry with materialThe organic layer was dried (Na2SO4)
- concentrationconcentrated
- custompurified by silica gel chromatography (PE:EtOAc=10:1)
출처 및 근거
- ORD 기록
- ord-5dd49465ed79419d95b3eac04ff6c8cb
- 출처 데이터셋
- uspto-grants-2016_09
- 특허 번호
- US09447046B2
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