Sodium Carbonate → 5-(3-Bromophenyl)-2-furaldehyde

HRID 446054

Reaktionsgleichung

Reaktionsgleichung von HRID 446054
C(OC(=O)CN1C(=O)/C(=C/C2OC(C3C=CC=C([Sn](CCCC)(CCCC)CCCC)C=3)=CC=2)/NC1=S)C.[CH:39]([C:41]1[O:45][C:44](B(O)O)=[CH:43][CH:42]=1)=[O:40].[Br:49][C:50]1[CH:51]=[C:52](I)[CH:53]=[CH:54][CH:55]=1.C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[Br:49][C:50]1[CH:55]=[C:54]([C:44]2[O:45][C:41]([CH:39]=[O:40])=[CH:42][CH:43]=2)[CH:53]=[CH:52][CH:51]=1

Komponenten

7

Edukt 4

HCID 10340Sodium CarbonateHCID 11561Benzene, 1-bromo-3-iodo-HCID 27343555-Formylfuran-2-boronic acidHCID 86675359(Z)-ethyl-2-(5-oxo-2-thioxo-4-((5-(3-(tributylstannyl)phenyl)furan-2-yl)methylene)imidazolidin-1-yl)acetate

Produkt 1

HCID 8405175-(3-Bromophenyl)-2-furaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

Synthesis of (Z)-ethyl-2-(5-oxo-2-thioxo-4-((5-(3-(tributylstannyl)phenyl)furan-2-yl)methylene)imidazolidin-1-yl)acetate may be carried out in accordance with a known method, for example, a method described in non-patent document 2. First, substantially equivalent amounts of 5-formyl-2-furanboronic acid and 3-bromoiodobenzene are dissolved in 1,2-dimethoxyethane, and sodium carbonate and a catalytic amount of tetrakis(triphenylphosphine)palladium are added thereto. This solution is heated to reflux while stirring so as to carry out a reaction. After the reaction is complete, the solvent is removed by evaporation. Then, purification is carried out to give 5-(3-bromophenyl)furan-2-carbaldehyde (FIG. 1, step 1).

Aufarbeitung

  1. temperatureThis solution is heated
  2. temperatureto reflux
  3. customa reaction
  4. customthe solvent is removed by evaporation
  5. customThen, purification

Quellen und Nachweise

ORD-Eintrag
ord-53a0b689b8cf44aca1e2bf50b3017401
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476449B2

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