Acetic Anhydride → HCID 178482205, Verbindung

HRID 493388

Reaktionsgleichung

Reaktionsgleichung von HRID 493388
[O:1]([CH2:8][C:9]1[NH:10][CH:11]=[C:12]([C:14]2[CH:27]=[CH:26][C:17]([O:18][C:19]3[CH:25]=[CH:24][C:22]([NH2:23])=[CH:21][CH:20]=3)=[CH:16][CH:15]=2)[N:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:28](N(CC)CC)C.C(OC(=O)C)(=O)C.C(OCC)(=O)C>ClCCl.O>[CH3:28][NH:23][C:22]1[CH:21]=[CH:20][C:19]([O:18][C:17]2[CH:26]=[CH:27][C:14]([C:12]3[N:13]=[C:9]([CH2:8][O:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)[NH:10][CH:11]=3)=[CH:15][CH:16]=2)=[CH:25][CH:24]=1

Komponenten

7

Edukt 4

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 178507748HCID 178507748, Verbindung

Produkt 1

HCID 178482205HCID 178482205, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

4-{4-[2-(phenoxymethyl)-1H-imidazol-4-yl]phenoxy}aniline (238 mg, 0.0066 mol), (prepared according to a method analogous to that described in Example 28) is suspended in dichloromethane (5 ml) at 23° C. Triethylamine (0.1 ml, 0.0079 mol) and acetic anhydride (0.062 ml, 0.0066 mol) are added. The mixture is then stirred for 20 hours then evaporated to dryness. The oil obtained is taken up with ethyl acetate and water. After decantation and extraction by ethyl acetate, the organic phase is washed with water then with a saturated solution of sodium chloride, dried over sodium sulphate then the solvent is evaporated off. The residue obtained is adsorbed on silica then purified by chromatography on a Biotage-type silica column (eluent: ethyl acetate-heptane: 7-3 to 9-1). After washing with diisopropyl ether and isopentane, a beige-coloured powder is obtained.

Aufarbeitung

  1. customthen evaporated to dryness
  2. customThe oil obtained
  3. extractionAfter decantation and extraction by ethyl acetate
  4. washthe organic phase is washed with water
  5. dry with materialwith a saturated solution of sodium chloride, dried over sodium sulphate
  6. customthe solvent is evaporated off
  7. customThe residue obtained
  8. customthen purified by chromatography on a Biotage-type silica column (eluent: ethyl acetate-heptane: 7-3 to 9-1)
  9. washAfter washing with diisopropyl ether and isopentane
  10. customa beige-coloured powder is obtained

Quellen und Nachweise

ORD-Eintrag
ord-84812724710249d4b3aac5f37c78b811
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07534805B2

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