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Benzene → 4-Methoxy-3'-fluoro-4"-cyanoterphenyl

HRID 1740674
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HRID 1740674 반응식
B([O-])([O-])O[C:3]1[CH:8]=[CH:7][C:6]([O:9][CH3:10])=[CH:5][CH:4]=1.Br[C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:25]=[CH:24][C:23]([C:26]#[N:27])=[CH:22][CH:21]=2)=[C:16]([F:28])[CH:15]=1.C1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:10][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:18]2[C:17]([C:20]3[CH:21]=[CH:22][C:23]([C:26]#[N:27])=[CH:24][CH:25]=3)=[C:16]([F:28])[CH:15]=[CH:14][CH:19]=2)=[CH:4][CH:5]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 241BenzeneHCID 11430Potassium CarbonateHCID 120406114-Bromo-2-fluoro-4'-cyanobiphenylHCID 86645335(4-Methoxyphenyl)borate

생성물 1

HCID 1317214144-Methoxy-3'-fluoro-4"-cyanoterphenyl수율 47.5%

시약·촉매·용매 2

HCID 11979704
Tetrakis(triphenylphosphine)palladium
촉매
HCID 702Ethanol용매

실험 절차

A solution of 7.6 g of 4-methoxyphenyl borate dissolved in 60 ml of ethanol was dropped at room temperature into a mixture containing 13 g of 4-bromo-2-fluoro-4'-cyanobiphenyl, 0.5 g of tetrakis (triphenylphosphine) palladium, 90 ml benzene and 70 ml of a 2M potassium carbonate aqueous solution. This was then refluxed for five hours and cooled to room temperature, the reaction liquid was extracted with chloroform and washed three times with water, and the chloroform was removed. The residue that was obtained underwent vacuum distillation, and then was recrystallized from acetone to yield 6.6 g of 4-methoxy-3'-fluoro-4"-cyanoterphenyl. This compound exhibited a nematic liquid crystal phase, with a C-N point of 126° C. and an N-I point of 247.3° C.

후처리

  1. additionwas dropped at room temperature into a mixture
  2. temperatureThis was then refluxed for five hours
  3. customthe reaction liquid
  4. extractionwas extracted with chloroform
  5. washwashed three times with water
  6. customthe chloroform was removed
  7. customThe residue that was obtained underwent
  8. distillationvacuum distillation
  9. customwas recrystallized from acetone

출처 및 근거

ORD 기록
ord-3f7d34c202ba4fe882c3f5883b1d56a5
출처 데이터셋
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05972240

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