Sodium Cyanide → Methyl 4-(cyanomethyl)-3-fluorobenzoate
반응식
Br[CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[F:13].[C-:14]#[N:15].[Na+]>CO.O>[C:14]([CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[CH:5][C:4]=1[F:13])#[N:15]참가 물질
5
반응 조건
- 온도
- 65 °C
실험 절차
To a solution of methyl 4-(bromomethyl)-3-fluorobenzoate (18 g, 73 mmol) in MeOH (150 ml) was added the solution of NaCN (7.2 g, 146 mmol) in H2O (40 ml). The mixture was stirred at 65° C. for 5 hours. Most of MeOH was evaporated and additional water was added and extracted by EtOAc (200 ml×3), dried with anhydrous Na2SO4, filtered and evaporated to give the crude product. Purification by column chromatography (PE/EtOAc=50/1 to 10/1) gave the product (8 g, 63.8%).
후처리
- customMost of MeOH was evaporated
- additionadditional water was added
- extractionextracted by EtOAc (200 ml×3)
- dry with materialdried with anhydrous Na2SO4
- filtrationfiltered
- customevaporated
- customto give the crude product
- customPurification by column chromatography (PE/EtOAc=50/1 to 10/1)
출처 및 근거
- ORD 기록
- ord-dfa649f956484387a1d832356ecdfe0e
- 출처 데이터셋
- uspto-grants-2014_06
- 특허 번호
- US08759548B2
반응 노트
불러오는 중…