Chlorotrimethylsilane → 5-(Trimethylsilyl)furan-3-carbaldehyde
반응식
Br[C:2]1[O:6][CH:5]=[C:4]([CH:7]=[O:8])[CH:3]=1.C([Li])(C)(C)C.[CH3:14][Si:15](Cl)([CH3:17])[CH3:16]>O1CCCC1>[CH3:14][Si:15]([CH3:17])([CH3:16])[C:2]1[O:6][CH:5]=[C:4]([CH:7]=[O:8])[CH:3]=1참가 물질
5
실험 절차
To a stirred solution of 5-bromo-3-furaldehyde, dimethyl acetal (1.26 g., 5.7 mmol) in 10 ml dry tetrahydrofuran at 78° under argon was added t-butyllithium (9.69 mmol in pentane), followed by the subsequent addition of trimethylsilyl chloride (1.36 g., 12.54 mmol). After two hours the reaction was quenched with a 10% ammonium chloride solution and the organic portion was washed with 5% sodium bicarbonate, water, saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to give a yellow oil. Purification by flash chromatography (10% ether/pet. ether) yielded the desired aldehyde.
후처리
- customAfter two hours the reaction was quenched with a 10% ammonium chloride solution
- washthe organic portion was washed with 5% sodium bicarbonate, water, saturated sodium chloride solution
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated
- customto give a yellow oil
- customPurification by flash chromatography (10% ether/pet. ether)
출처 및 근거
- ORD 기록
- ord-f09d0f6dd0cf41afaf26091bc5580437
- 출처 데이터셋
- uspto-grants-1992_07
- 특허 번호
- US05134128
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