1-Naphthol → 1,4-Bis(1-naphthoxy)tetrafluorobenzene

HRID 1031052

반응식

HRID 1031052 반응식
F[C:2]1[C:7]([F:8])=[C:6]([F:9])[C:5](F)=[C:4]([F:11])[C:3]=1[F:12].[C:13]1([OH:23])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1.[C:24](=[O:27])([O-])[O-].[K+].[K+]>CC(N(C)C)=O>[C:13]1([O:23][C:2]2[C:3]([F:12])=[C:4]([F:11])[C:5]([O:27][C:24]3[C:22]4[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=4)[CH:18]=[CH:19][CH:20]=3)=[C:6]([F:9])[C:7]=2[F:8])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[CH:15][CH:14]=1

참가 물질

5

반응물 3

HCID 70051-NaphtholHCID 9805HexafluorobenzeneHCID 11430Potassium Carbonate

생성물 1

HCID 198796151,4-Bis(1-naphthoxy)tetrafluorobenzene

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
140 °C

실험 절차

The monomer 1,4-bis(1-naphthoxy)tetrafluorobenzene (4FNE) was prepared as follows. A 100 mL round bottom flask equipped with a magnetic stirrer was charged with hexafluorobenzene (3.53 g, 0.0190 mole), 1-naphthol, and DMAc (50 mL). After the solids dissolved, potassium carbonate (6.50 g, 0.048 mole) was added and the mixture was heated at about 140° C. for 2 hr. The mixture was then cooled to room temperature, filtered, and poured into toluene (150 mL). The toluene solution was washed twice with water (2×150 mL) and concentrated by rotary evaporation to yield an off-white powder (7.91 g). Analysis of the powder by GC showed a mixture of isomers (2% ortho, 8% meta, and 90% para). The powder was recrystallized from a mixture of N,N-dimethylformamide (DMF) and water to yield the desired all-para 4FNE, GC/MS (m+ /e 434).

후처리

  1. customA 100 mL round bottom flask equipped with a magnetic stirrer
  2. dissolutionAfter the solids dissolved
  3. temperatureThe mixture was then cooled to room temperature
  4. filtrationfiltered
  5. additionpoured into toluene (150 mL)
  6. washThe toluene solution was washed twice with water (2×150 mL)
  7. concentrationconcentrated by rotary evaporation

출처 및 근거

ORD 기록
ord-e6d43dddf9544c719bdb39274ca9741e
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05108840

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