1,1'-Carbonyldiimidazole → HCID 59654362, Verbindung

HRID 2101199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2101199
[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13](O)=[O:14].C(N1C=CN=C1)([N:23]1C=CN=C1)=O.C([O-])(=O)C.[NH4+]>CN(C=O)C>[F:1][C:2]([F:20])([F:19])[O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][CH:18]=1)[C:13]([NH2:23])=[O:14]

Komponenten

5

Edukt 3

HCID 682631,1'-CarbonyldiimidazoleHCID 517165Ammonium AcetateHCID 167687772'-(Trifluoromethoxy)[1,1'-biphenyl]-3-carboxylic acid

Produkt 1

HCID 59654362HCID 59654362, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 0.94 g (3.36 mmol) of 3-(2-trifluoromethoxyphenyl)-benzoic acid in 17 Ml of DMF was added 0.55 g (3.36 mmol) of carbonyldiimidazole (CDI) and the reaction was stirred at RT for 4 h. To the reaction mixture was added 2.6 g (33.6 mmol) of ammonium acetate and the reaction mixture was stirred over night at RT. The reaction mixture was partitioned between ethyl acetate and water and the organic fraction was washed with brine, dried over MgSO4, filtered and the filtrate was concentrated. The residue was purified by chromatography (silica, 30%, 50% successively EtOAc:hexanes) to give the title compound. Mass Spectrum (ESI) m/e (M+1): 282.2.

Aufarbeitung

  1. stirringthe reaction mixture was stirred over night at RT
  2. customThe reaction mixture was partitioned between ethyl acetate and water
  3. washthe organic fraction was washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationthe filtrate was concentrated
  7. customThe residue was purified by chromatography (silica, 30%, 50% successively EtOAc

Quellen und Nachweise

ORD-Eintrag
ord-b6e7206e622947a283307b5a61637bec
Quelldatensatz
uspto-grants-2009_08
Patentnummer
US07572822B2

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