Dimethylformamide → 4-Fluorobenzonitrile

HRID 2172723노트

반응식

HRID 2172723 반응식
[F:1][C:2]1[CH:3]=[CH:4][C:5](C(F)(F)F)=[C:6]([CH:9]=1)C#N.C([O-])([O-])=O.[K+].[K+].C[N:21]([CH:23]=O)C>O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:23]#[N:21])=[CH:6][CH:9]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 27375515-Fluoro-2-(trifluoromethyl)benzonitrile2회

생성물 1

HCID 145174-Fluorobenzonitrile

시약·촉매·용매 1

HCID 962Water용매

실험 절차

5-FLUORO-2-(TRIFLUOROMETHYL)BENZONITRILE (compound 8h; Oakwood), K2CO3 (4 eq.) and DMF (5 mL) was shaken at 110° C. for 16 h. After cooling to room temperature, the mixture was diluted with water (20 mL), extracted with CHCl3 (3×20 mL), and concentrated. The residue was dissolved in THF/MeOH (10 mL/4 mL), and treated with HCl (1N, 3 mL) at room temperature for 12 h. The solvent was evaporated and the residue was diluted with CHCl3 (20 mL), neutralized with NH4OH (28% aqueous) and purified by column chromatography (CH3Cl/MeOH 10/1) to give:

후처리

  1. extractionextracted with CHCl3 (3×20 mL)
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in THF/MeOH (10 mL/4 mL)
  4. additiontreated with HCl (1N, 3 mL) at room temperature for 12 h
  5. customThe solvent was evaporated
  6. additionthe residue was diluted with CHCl3 (20 mL)
  7. custompurified by column chromatography (CH3Cl/MeOH 10/1)
  8. customto give

출처 및 근거

ORD 기록
ord-2aa16be51f2b4889b4f1b9cb99afa292
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09056832B2

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