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

HRID 1740674
ノート
印刷プレビュー

反応式

HRID 1740674 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

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

生成物 1

HCID 1317214144-Methoxy-3'-fluoro-4"-cyanoterphenyl収率 47.5%

試薬・触媒・溶媒 2

HCID 11979704
Tetrakis(triphenylphosphine)palladium
触媒
HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-3f7d34c202ba4fe882c3f5883b1d56a5
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05972240

反応ノート

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