Ethyl acetate hexane → Methyl 2-cyano-3-fluoro-6-methylbenzoate
반응식
[F:1][C:2]1[C:3](I)=[C:4]([C:9]([CH3:12])=[CH:10][CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[Cu][C:15]#[N:16].CCCCCC.C(OCC)(=O)C>CN(C)C=O>[C:15]([C:3]1[C:2]([F:1])=[CH:11][CH:10]=[C:9]([CH3:12])[C:4]=1[C:5]([O:7][CH3:8])=[O:6])#[N:16]참가 물질
5
실험 절차
Methyl 3-fluoro-2-iodo-6-methylbenzoate (440 mg, 1.49 mmol) and copper(I) cyanide (200 mg, 2.24 mmol) were dissolved in N,N-dimethylformamide (5.5 mL) and the resulted solution was refluxed under nitrogen atmosphere for 3 hours. The solvent was removed under reduced pressure and the residue was diluted with dichloromethane and washed with 15% ammonium hydroxide. Organic phase was dried over sodium sulfate, filtered and evaporated. Column chromatography (n-hexane/ethyl acetate: 7/3) afforded title compound (210 mg, 73% yield).
후처리
- temperaturethe resulted solution was refluxed under nitrogen atmosphere for 3 hours
- customThe solvent was removed under reduced pressure
- additionthe residue was diluted with dichloromethane
- washwashed with 15% ammonium hydroxide
- dry with materialOrganic phase was dried over sodium sulfate
- filtrationfiltered
- customevaporated
출처 및 근거
- ORD 기록
- ord-d275c48802534ce3835731cb5ede52f2
- 출처 데이터셋
- uspto-grants-2014_11
- 특허 번호
- US08877944B2
반응 노트
불러오는 중…