Hydrochloric Acid → 5-Formylfuran-2-boronic acid
반응식
Br[C:2]1[CH:3]=[C:4]([CH:7]([O:11]CC)OCC)[O:5][CH:6]=1.C([Li])(CC)C.[B:19](OC(C)C)([O:24]C(C)C)[O:20]C(C)C.Cl>CCOCC>[CH:7]([C:4]1[O:5][C:6]([B:19]([OH:24])[OH:20])=[CH:2][CH:3]=1)=[O:11]참가 물질
6
반응 조건
- 온도
- -78 °C
실험 절차
An amount of 1.0 g (4.1 mmol) of 4-bromo-2-(diethoxymethyl)furan, is dissolved in ether (15 mL) and cooled to −78° C. To this is added 4.3 mL (6.02 mmol) of sec-butyllithium. After stirring at −78° C. for 30 minutes, triisopropyl borate (1.10 mL, 5.01 mmol) is added dropwise. The mixture is stirred at −78° C. for 1.5 hours and brought to room temperature for 2 hours. The mixture is hydrolyzed with 2N HCl and stirred at room temperature for 1 hour. The ether layer is separated and the water layer is washed once more with ether. The combined ether layers is washed once with brine and dried with sodium sulfate. Evaporated to give 563 mg of the boronic acid as dark oil.
후처리
- stirringThe mixture is stirred at −78° C. for 1.5 hours
- waitbrought to room temperature for 2 hours
- stirringstirred at room temperature for 1 hour
- customThe ether layer is separated
- washthe water layer is washed once more with ether
- washThe combined ether layers is washed once with brine
- dry with materialdried with sodium sulfate
- customEvaporated
출처 및 근거
- ORD 기록
- ord-4bcd197f139740dab06f6230d46a218d
- 출처 데이터셋
- uspto-grants-2010_05
- 특허 번호
- US07713994B2
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