Cyclopropylmethylsulphinic acid → HCID 22054098, Verbindung

HRID 1796134

Reaktionsgleichung

Reaktionsgleichung von HRID 1796134
[CH:1]1([CH2:4][S:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[CH2:8]=[C:9]([CH2:13][C:14]([N:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1)=[O:15])[C:10]([OH:12])=[O:11]>C1(C)C=CC=CC=1.C(#N)C>[CH:1]1([CH2:4][S:5]([CH2:8][CH:9]([CH2:13][C:14]([N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)=[O:15])[C:10]([OH:12])=[O:11])(=[O:7])=[O:6])[CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 17937320Cyclopropylmethylsulphinic acidHCID 220540222-Methylene4-morpholin-4-yl-4-oxo-butyric acid

Produkt 1

HCID 22054098HCID 22054098, VerbindungAusbeute 40,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

To a solution of cyclopropylmethylsulphinic acid (1.8 g, 15 mmol) in anhydrous toluene (45 mL) and anhydrous acetonitrile (9 mL) was added 2-Methylene4-morpholin-4-yl-4-oxo-butyric acid (2.98 g, 15 mmol). The resulting solution was warmed to 85° C. and stirred at this temperature for 4.5 h. The heterogeneous reaction mixture is then allowed to cool to room temperature then concentrated under reduced pressure. The residue is then purified by flash chromatography eluting with 7% methanol in dichloromethane to give 2-Cyclopropylmethanesulfonylmethyl-4-morpholin-4-yl-4-oxo-butyric acid (1.92 g) as viscous oil which was re crystallized from hot ethyl acetate to give a white solid.

Aufarbeitung

  1. temperatureto cool to room temperature
  2. concentrationthen concentrated under reduced pressure
  3. customThe residue is then purified by flash chromatography
  4. washeluting with 7% methanol in dichloromethane

Quellen und Nachweise

ORD-Eintrag
ord-eeb3f2e7ab404a5f96dc1a8bc5ff6cc1
Quelldatensatz
uspto-grants-2006_04
Patentnummer
US07030116B2

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