Dimethylformamide → HCID 19917189, Verbindung

HRID 1033635Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1033635
[OH:1][C:2]1[C:14]([CH2:15][CH:16]=[CH2:17])=[C:13]([OH:18])[CH:12]=[CH:11][C:3]=1[C:4]([N:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5].I[CH2:20][CH2:21][CH2:22][O:23][C:24]1[CH:37]=[CH:36][C:27]2[CH2:28][CH2:29][CH:30]([C:32]([O:34][CH3:35])=[O:33])[O:31][C:26]=2[C:25]=1CCC.C(=O)([O-])[O-].[K+].[K+].[CH3:47]N(C=O)C.C(O[CH2:56][CH3:57])(=O)C>>[CH3:35][O:34][C:32]([C:30]1([CH2:47][CH2:56][CH3:57])[CH2:29][CH2:28][C:27]2[CH:36]=[CH:37][C:24]([O:23][CH2:22][CH2:21][CH2:20][O:18][C:13]3[CH:12]=[CH:11][C:3]([C:4]([N:6]4[CH2:10][CH2:9][CH2:8][CH2:7]4)=[O:5])=[C:2]([OH:1])[C:14]=3[CH2:15][CH:16]=[CH2:17])=[CH:25][C:26]=2[O:31]1)=[O:33]

Komponenten

6

Edukt 5

HCID 6228DimethylformamideHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 14722828HCID 14722828, VerbindungHCID 15341804HCID 15341804, Verbindung

Produkt 1

HCID 19917189HCID 19917189, Verbindung

Versuchsvorschrift

1-[2 4-Dihydroxy-3-(2-propenyl)benzoyl]pyrrolidine (260 mg, 1.05 mmol), the compound of Example 23 (440 mg, 1.05 mmol), and potassium carbonate (350 mg, 2.4 mmol) were added to about 15 to 20 ml of DMF, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and washed with water. The organic layer was dried over magnesium sulfate and concentrated under vacuum. Chromatography of the crude material on silica gel using 20% ethyl acetate/hexane as eluant gave the product.

Aufarbeitung

  1. washwashed with water
  2. dry with materialThe organic layer was dried over magnesium sulfate
  3. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8dd72f8c877e43ad918a613b20716e6d
Quelldatensatz
uspto-grants-1994_05
Patentnummer
US05310951

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