Potassium Carbonate → 1-Bromo-4-(3-chloro-4-(trifluoromethyl)benzyloxy)-2,5-difluorobenzene

HRID 508428노트

반응식

HRID 508428 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[C:10]([F:13])([F:12])[F:11])[CH2:5]Br.[Br:14][C:15]1[C:20]([F:21])=[CH:19][C:18]([OH:22])=[C:17]([F:23])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:14][C:15]1[CH:16]=[C:17]([F:23])[C:18]([O:22][CH2:5][C:4]2[CH:7]=[CH:8][C:9]([C:10]([F:13])([F:12])[F:11])=[C:2]([Cl:1])[CH:3]=2)=[CH:19][C:20]=1[F:21]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 70180424-Bromo-2,5-difluorophenolHCID 235127654-(Bromomethyl)-2-chloro-1-(trifluoromethyl)benzene

생성물 1

HCID 866825541-Bromo-4-(3-chloro-4-(trifluoromethyl)benzyloxy)-2,5-difluorobenzene수율 99%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To solution of 3-chloro-4-(trifluoromethyl)benzyl bromide (300 mg, 1.097 mmol) in acetone (15 mL) was added 4-bromo-2,5-difluorophenol (1.097 mmol) followed by potassium carbonate (303 mg, 2.194 mmol). The reaction mixture was heated at reflux for 3.5 hours and then allowed to cool to room temperature. The solvent was removed under reduced pressure to yield a white solid, which was partitioned with water/EtOAc mixture (1:1, 50 mL). The organic layer was separated and the aqueous was extracted with EtOAc (3×30 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo to give the title compound as a white solid (434 mg, 99%).

후처리

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 3.5 hours
  3. customThe solvent was removed under reduced pressure
  4. customto yield a white solid, which
  5. customwas partitioned with water/EtOAc mixture (1:1, 50 mL)
  6. customThe organic layer was separated
  7. extractionthe aqueous was extracted with EtOAc (3×30 mL)
  8. washThe combined organics were washed with brine (50 mL)
  9. dry with materialdried over sodium sulphate
  10. filtrationfiltered
  11. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-e88892a6c818425ea4627e54c290cd81
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096500B2

반응 노트

불러오는 중…