Tert-butyl 4-tert-butyl-3-(cyclopropylmethoxy)phenyl carbonate → 4-tert-Butyl-3-(cyclopropylmethoxy)phenol
반응식
C(=O)([O:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])=[C:10]([O:18][CH2:19][CH:20]2[CH2:22][CH2:21]2)[CH:9]=1)OC(C)(C)C>O1CCOCC1>[C:14]([C:11]1[CH:12]=[CH:13][C:8]([OH:7])=[CH:9][C:10]=1[O:18][CH2:19][CH:20]1[CH2:21][CH2:22]1)([CH3:17])([CH3:15])[CH3:16]참가 물질
실험 절차
To a dioxane (10 mL) solution of tert-butyl 4-tert-butyl-3-(cyclopropylmethoxy)phenyl carbonate. (1.42 g, 4.43 mmol) was added 2M hydrochrolic acid (12 ml) at ambient temperature. The stirred mixture was refluxed for 18 hours. The reaction mixture was then quenched with saturated aqueous solution of sodium bicarbonate and then crude products were extracted with ethyl acetate. The organic layer was then washed with brine, dried over sodium sulfate. After filtration to separate solvent and sodium sulfate, the solvent was removed under reduced pressure to give a residue, which was applied to a silica gel chromatography column and eluted with hexane and ethyl acetate (9/1) to furnish 0.44 g (46% yield) of the title compound as a white solid.
후처리
- temperatureThe stirred mixture was refluxed for 18 hours
- customThe reaction mixture was then quenched with saturated aqueous solution of sodium bicarbonate
- extractioncrude products were extracted with ethyl acetate
- washThe organic layer was then washed with brine
- dry with materialdried over sodium sulfate
- filtrationAfter filtration
- customto separate solvent and sodium sulfate
- customthe solvent was removed under reduced pressure
- customto give a residue, which
- washeluted with hexane and ethyl acetate (9/1)
출처 및 근거
- ORD 기록
- ord-a103089bcd594c8c9a3478c0c8db36fe
- 출처 데이터셋
- uspto-grants-2007_05
- 특허 번호
- US07214824B2
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