4-Bromobiphenyl → HCID 69203692, Verbindung

HRID 2374125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2374125
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Cl-].[Al+3].[Cl-].[Cl-].[CH3:18][CH:19]([CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])[CH2:20][C:21](Cl)=O.C([SiH](CC)CC)C>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH2:21][CH2:20][CH:19]([CH3:18])[CH2:24][CH2:25][CH2:26][CH:27]([CH3:29])[CH3:28])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Komponenten

6

Edukt 4

HCID 71014-BromobiphenylHCID 12052TriethylsilaneHCID 6451240Aluminum(III) ChlorideHCID 138457513,7-Dimethyloctanoyl Chloride

Produkt 1

HCID 69203692HCID 69203692, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4-bromo-biphenyl (7.00 g, 0.030 mol), aluminium chloride (4.40 g, 0.033 mol) and 3,7-dimethyloctanoyl chloride (step 2) (6.90 g, 0.036 mol), in dry DCM was prepared at room temperature. The stirring reaction mixture was left to react at room temperature until g.l.c. and t.l.c. analyses revealed a complete reaction, the reaction mixture was then treated with triethylsilane (9.30 g, 0.080 mol) and left stirring overnight. The reaction product was extracted into DCM (2×100 ml) and the combined organic layers were washed with brine, water and dried (MgSO4). The product was adsorbed onto silica gel and purified by column chromatography [DCM] and recrystallised from ethanol to yield a white powder.

Aufarbeitung

  1. customThe stirring reaction mixture
  2. waitwas left
  3. customto react at room temperature until g.l.c
  4. customa complete reaction
  5. waitleft
  6. extractionThe reaction product was extracted into DCM (2×100 ml)
  7. washthe combined organic layers were washed with brine, water
  8. dry with materialdried (MgSO4)
  9. custompurified by column chromatography [DCM]
  10. customrecrystallised from ethanol
  11. customto yield a white powder

Quellen und Nachweise

ORD-Eintrag
ord-1ff4879fe1b14a818d3ca2bc5e0961fe
Quelldatensatz
uspto-grants-2008_12
Patentnummer
US07462427B2

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