반응식
C([Li])(CC)C.C1CCCCC1.[C:12](=[O:14])=O.CC(C)=O.CN(CCN(C)C)C.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([F:34])=[CH:30][C:29]=1[Cl:35].CN(C=O)C>C1COCC1.CCOCC>[F:34][C:31]1[CH:32]=[CH:33][C:28]([Cl:27])=[C:29]([Cl:35])[C:30]=1[CH:12]=[O:14]참가 물질
반응물 6
생성물 1
시약·촉매·용매 2
반응 조건
- 온도
- -45 °C
실험 절차
A solution of 1.3M s-butyl lithium in cyclohexane (244 mL, 317 mmol) is added to a dry-ice/acetone cooled solution of TMEDA (34 g, 293 mmol) in THF (250 mL), maintaining the internal reaction temperature <-70° C. The resulting reaction mixture is cooled and maintained at ≤-90° C. with an ether/liquid nitrogen bath while a solution of 1,2-dichloro-4-fluorobenzene (40 g, 244 mmol) in THF (100 mL) is added dropwise. The resulting reaction mixture is stirred with dry-ice/acetone cooling for 1h, then is cannulated into an ether/liquid nitrogen cooled and mechanically stirred solution of DMF (89.1 g, 1.22 mol) in THF (125 mL). The resulting mixture is warmed to -45° C. and partitioned between dilute aqueous HCl and ether. The organic solution is washed with aqueous NaHCO3, dried (MgSO4), and concentrated to afford 44.38 g of 2-fluoro-5,6-dichlorobenzaldehyde as an oil.
후처리
- temperaturemaintaining the internal reaction temperature <-70° C
- customThe resulting reaction mixture
- temperatureis cooled
- additionis added dropwise
- customThe resulting reaction mixture
- temperaturecooled
- custompartitioned between dilute aqueous HCl and ether
- washThe organic solution is washed with aqueous NaHCO3
- dry with materialdried (MgSO4)
- concentrationconcentrated
출처 및 근거
- ORD 기록
- ord-c71469b9738f4ef7aae2f3a53f0962d6
- 출처 데이터셋
- uspto-grants-1996_01
- 특허 번호
- US05482974
연결된 노트
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