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Monobasic potassium phosphate → 4-Cyano-2,6-difluorobenzoic acid

HRID 875392
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HRID 875392 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([F:12])[C:9]=1[CH:10]=[O:11])[C:5]#[N:6].P([O-])(O)(O)=[O:14].[K+].Cl([O-])=O.[Na+]>CS(C)=O.O>[C:5]([C:4]1[CH:3]=[C:2]([F:1])[C:9]([C:10]([OH:14])=[O:11])=[C:8]([F:12])[CH:7]=1)#[N:6]
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참가 물질

6

반응물 3

HCID 516951Monobasic potassium phosphateHCID 162182563,5-Difluoro-4-formylbenzonitrileHCID 23668197Sodium Chlorite

생성물 1

HCID 445579334-Cyano-2,6-difluorobenzoic acid수율 99.3%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 962Water
용매

실험 절차

To a solution of 3,5-difluoro-4-formylbenzonitrile (0.2 g, 1.1 mmol) in dimethylsulfoxide (10 mL), were added a aqueous solution of potassium dihydrogen phosphate (0.41 g, 2.9 mmol in 0.4 mL of water), sodium chlorite (0.216 g, 2.3 mmol in 4 mL of water) in one lot at an ambient temperature. The resulting reaction mixture was stirred for about 1 hour. The reaction mass was diluted with water (100 mL). The aquoeus phase was extracted with ethyl acetate (3×100 mL). The combined organic layer dried over anhydrous sodium sulfate, filtered and concentrated to afford 4-cyano-2,6-difluorobenzoic acid (200 mg, 91.32%).

후처리

  1. customThe resulting reaction mixture
  2. extractionThe aquoeus phase was extracted with ethyl acetate (3×100 mL)
  3. dry with materialThe combined organic layer dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-78cae07fe37145718304a1ee3260039c
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08980911B2

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