Toluene → 1-Methoxy-4-(pentafluoroethyl)benzene

HRID 504058노트

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HRID 504058 반응식
[F:1][C:2]([F:10])([F:9])[C:3]([F:8])([F:7])[C:4]([O-])=O.[K+].CN([CH:15]=[O:16])C.[C:17]1(C)[CH:22]=[CH:21]C=[CH:19][CH:18]=1>[Cu]I>[CH3:15][O:16][C:17]1[CH:22]=[CH:21][C:4]([C:3]([F:8])([F:7])[C:2]([F:10])([F:9])[F:1])=[CH:19][CH:18]=1

참가 물질

5

반응물 3

HCID 1140TolueneHCID 6228DimethylformamideHCID 23667659Propanoic acid, 2,2,3,3,3-pentafluoro-, potassium salt (1:1)

생성물 1

HCID 128719661-Methoxy-4-(pentafluoroethyl)benzene

시약·촉매·용매 1

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매

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온도
140 °C

실험 절차

8.3 g of potassium pentafluoropropionate and 9.8 g of CuI are introduced into a 500 ml three-necked flask equipped with Dean-Stark apparatus and a condenser, under an inert atmosphere. 90 ml of DMF and 110 ml of toluene are added. The medium is heated to 140° C. under nitrogen and 80 ml of toluene are distilled off. The medium is then cooled to RT and then deoxygenated by sparging with nitrogen. 6 g of iodoanisole are then added, followed by heating at 155° C. for 20 hours. After cooling to RT, the medium is diluted with 200 ml of a water/ethyl ether mixture. The medium is then filtered through Celite®. The organic phase is washed 3 times with water, dried over MgSO4 and then evaporated to give 4.3 g of a brown oil.

후처리

  1. customequipped with Dean-Stark apparatus and a condenser, under an inert atmosphere
  2. distillation80 ml of toluene are distilled off
  3. temperatureThe medium is then cooled to RT
  4. customdeoxygenated
  5. customby sparging with nitrogen
  6. addition6 g of iodoanisole are then added
  7. temperatureby heating at 155° C. for 20 hours
  8. temperatureAfter cooling to RT
  9. additionthe medium is diluted with 200 ml of a water/ethyl ether mixture
  10. filtrationThe medium is then filtered through Celite®
  11. washThe organic phase is washed 3 times with water
  12. dry with materialdried over MgSO4
  13. customevaporated

출처 및 근거

ORD 기록
ord-3a98ab52cd1f4e43908ead81f851c2f9
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07777041B2

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