Sodium Iodide → HCID 15341832, Verbindung

HRID 1033650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1033650
[OH:1][C:2]1[C:10]([CH2:11][CH:12]=[CH2:13])=[C:9]([OH:14])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].Cl[CH2:16][CH2:17][CH2:18][O:19][C:20]1[C:21]([CH2:33][CH2:34][CH3:35])=[C:22]([CH:30]=[CH:31][CH:32]=1)[O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26].[I-].[Na+].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C.CCCCCC.O.CN(C=O)C>[NH2:6][C:4]([C:3]1[CH:7]=[CH:8][C:9]([O:14][CH2:16][CH2:17][CH2:18][O:19][C:20]2[C:21]([CH2:33][CH2:34][CH3:35])=[C:22]([CH:30]=[CH:31][CH:32]=2)[O:23][CH2:24][C:25]([O:27][CH2:28][CH3:29])=[O:26])=[C:10]([CH2:11][CH:12]=[CH2:13])[C:2]=1[OH:1])=[O:5]

Komponenten

8

Edukt 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 15341803HCID 15341803, VerbindungHCID 15341816HCID 15341816, Verbindung

Produkt 1

HCID 15341832HCID 15341832, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 21226206Ethyl acetate hexaneLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

2,4-Dihydroxy-3-(2-propenyl)benzamide(193 mg 1.0 mmol), ethyl [3-(3-chloropropoxy)-2-propylphenoxy]acetate(386 mg, 1.0 mmol), sodium iodide (276 mg, 2.0 mmol), and potassium carbonate (276 mg, 2.0 mmol) were added to 2.0 ml of DMF, and the reaction mixture was heated in an oil bath at 40° C. overnight. The temperature was raised to 60° C., and the reaction mixture was again heated overnight. The reaction mixture was poured into 15 ml of water and extracted three times with ethyl acetate. The combined extracts were washed twice with water, dried and filtered. The solvent was removed under vacuum to give the crude product as a solid. Chromatography of the crude product on silica gel with 50/50 ethyl acetate/hexane as eluant gave the product.

Aufarbeitung

  1. temperatureThe temperature was raised to 60° C.
  2. extractionextracted three times with ethyl acetate
  3. washThe combined extracts were washed twice with water
  4. customdried
  5. filtrationfiltered
  6. customThe solvent was removed under vacuum
  7. customto give the crude product as a solid

Quellen und Nachweise

ORD-Eintrag
ord-2eacf1cf948c467c9bb18abac8e6475d
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05310951

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