Diisopropyl Ether → HCID 22335619, Verbindung

HRID 586624

Reaktionsgleichung

Reaktionsgleichung von HRID 586624
[C:1]1([C:7]#[C:8][C:9]([O:11][CH3:12])=[O:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:13][C:14]1[CH:29]=[CH:28][C:17]([C:18]([N:20]2[CH2:24][CH2:23][CH2:22][CH:21]2C(O)=O)=O)=[CH:16][CH:15]=1.C(OC(C)C)(C)C>C(OC(=O)C)(=O)C>[F:13][C:14]1[CH:15]=[CH:16][C:17]([C:18]2[N:20]3[C:21]([CH2:22][CH2:23][CH2:24]3)=[C:8]([C:9]([O:11][CH3:12])=[O:10])[C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:28][CH:29]=1

Komponenten

5

Edukt 3

HCID 7914Diisopropyl EtherHCID 138378Phenylpropynoic acid methyl esterHCID 123676841-(4-Fluorobenzoyl)pyrrolidine-2-carboxylic acid

Produkt 1

HCID 22335619HCID 22335619, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel2×

Reaktionsbedingungen

Temperatur
28 °C

Versuchsvorschrift

Methyl phenylpropiolate (methyl dehydrocinnamate (0.96 g, 6 mmol)) is dissolved in acetic anhydride (14 ml) and brought to the boiling temperature of acetic anhydride in a hot oil bath (140° C.). The total amount of 1-(4-fluorobenzoyl)pyrrolidine-2-carboxylic acid (1.42 g, 6 mmol) is added, and the thoroughly mixed solution is refluxed (1 28° C.) for 20 h with stirring. After standing for 4 hours and cooling to RT, a pure crystalline solid deposits (TLC: Al2O3, diisopropyl ether, Rf 0.7). The crystals are filtered off with suction, washed with water (20 ml) and finally with isopropyl ether (10 ml). The dried crystals weigh 650 mg (32.5% of theory)

Aufarbeitung

  1. custom(140° C.)
  2. temperaturecooling to RT
  3. filtrationThe crystals are filtered off with suction
  4. washwashed with water (20 ml) and finally with isopropyl ether (10 ml)

Quellen und Nachweise

ORD-Eintrag
ord-63c25cf1c97740d3a0ae2a9312f174b0
Quelldatensatz
uspto-grants-2005_08
Patentnummer
US06936632B2

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