Chlorodifluoromethane → 3-(2,4-dichlorophenyl)-1-difluoromethyl-6-methyl-2(1H)-pyridone

HRID 1385925노트

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HRID 1385925 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10](=[O:16])[NH:11][C:12]([CH3:15])=[CH:13][CH:14]=1.[OH-].[K+].Cl[CH:20]([F:22])[F:21]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[C:10](=[O:16])[N:11]([CH:20]([F:22])[F:21])[C:12]([CH3:15])=[CH:13][CH:14]=1

참가 물질

6

반응물 3

HCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 184083253-(2,4-dichlorophenyl)-6-methyl-2(1H)-pyridone

생성물 1

HCID 154570493-(2,4-dichlorophenyl)-1-difluoromethyl-6-methyl-2(1H)-pyridone

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

4.0 g of 3-(2,4-dichlorophenyl)-6-methyl-2(1H)-pyridone, 0.8 g of tetrabutylammonium bromide and 2.6 g of potassium hydroxide were dissolved in 100 ml of THF, and chlorodifluoromethane was blown therein under cooling to 0° C. After completion of the blowing, stirring was continued further at room temperature for 1 hour to complete the reaction. Then, the solvent was distilled off under reduced pressure, and the residue was extracted with ethyl acetate and washed with water. Then, the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the obtained crude product was purified by silica gel column chromatography to obtain 0.70 (yield: 14%) of the desired product. Melting point: 83-85° C.

후처리

  1. customthe reaction
  2. distillationThen, the solvent was distilled off under reduced pressure
  3. extractionthe residue was extracted with ethyl acetate
  4. washwashed with water
  5. dry with materialThen, the organic layer was dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe obtained crude product
  8. customwas purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-16ccb4567c174fa0b30a8d4fddbe73ab
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265349B1

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