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Cesium carbonate → 4-Chloro-2-cyclohexyl-1-p-tolylethynylbenzene

HRID 931855
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인쇄 미리보기

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HRID 931855 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[CH:9])=[C:4]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:3]=1.Br[C:17]1[CH:22]=[CH:21][C:20]([CH2:23]CCCCC)=[CH:19][CH:18]=1.C(=O)([O-])[O-].[Cs+].[Cs+].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1>O1CCOCC1.CC#N.CC#N.Cl[Pd]Cl.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]#[C:9][C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)=[C:4]([CH:10]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:3]=1
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참가 물질

8

반응물 4

HCID 10796Cesium carbonateHCID 5981861-Bromo-4-hexylbenzeneHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 729429334-Chloro-2-cyclohexyl-1-ethynylbenzene

생성물 1

HCID 670433654-Chloro-2-cyclohexyl-1-p-tolylethynylbenzene

시약·촉매·용매 3

HCID 6093782
Bis(acetonitrile)dichloropalladium
촉매
HCID 962Water용매
HCID 312751,4-Dioxane용매

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온도
100 °C

실험 절차

6.6 g (30.17 mmol) of 9, 7.28 g (30.17 mmol) of 1-bromo-4-hexylbenzene, 21.63 g (66.39 mmol) of caesium carbonate, 78 mg (0.3 mmol) of bis(acetonitrile)palladium(II) chloride and 431 mg (0.9 mmol) of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl are dissolved in 90 ml of dioxane under nitrogen and heated at 100° C. overnight. 100 ml of water are added to the cooled solution, and the mixture is extracted twice with methyl t-butyl ether (100 ml). The combined organic phases are washed with water, dried over sodium sulfate and evaporated in vacuo. The residue is purified by column chromatography.

후처리

  1. extractionthe mixture is extracted twice with methyl t-butyl ether (100 ml)
  2. washThe combined organic phases are washed with water
  3. dry with materialdried over sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue is purified by column chromatography

출처 및 근거

ORD 기록
ord-1f8a4c5b7e8a403db9a8d44ffeff1526
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09296948B2

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