Triethylamine → HCID 44544857, Verbindung

HRID 391255Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 391255
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH2:12][C:13]([OH:15])=[O:14].S(Cl)([Cl:19])(=O)=O.[O:21]=[C:22]([N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)[C@H:23](O)[CH3:24].C(N(CC)CC)C>O.C1(C)C=CC=CC=1>[Cl:19][CH:12]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=1[Cl:5])[C:13]([O:15][C@H:23]([CH3:24])[C:22](=[O:21])[N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)=[O:14]

Komponenten

8

Edukt 5

HCID 8471TriethylamineHCID 17124o-Chlorophenylacetic acidHCID 24386Thionyl ChlorideHCID 24648Sulfuryl chlorideHCID 11194401Pyrrolidine, 1-[(2R)-2-hydroxy-1-oxopropyl]- (9CI)

Produkt 1

HCID 44544857HCID 44544857, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To thionyl chloride (7.7 g, 64.7 mmol), 2-chlorophenylacetic acid (10 g, 58.6 mmol) was added. The mixture was stirred at 50° C. for 3 hours. After stirring, sulfuryl chloride (12.7 g, 93.8 mmol) was added thereto at the same temperature for reaction overnight. After the reaction, toluene (45 mL) was added and (2R)-1-oxo-1-pyrrolidinylpropane-2-ol (9.2 g, 64.5 mmol) was added thereto at the same temperature. Subsequently, triethylamine (7.7 g, 93.8 mmol) was added to carry out reaction for 2 hours. After the reaction, water was added thereto and the water layer was disposed of. The obtained organic layer was washed with water, and the water layer was disposed of. The organic layer was concentrated under reduced pressure to obtain 19 g of the concentrate of the target compound.

Aufarbeitung

  1. stirringAfter stirring
  2. customat the same temperature for reaction overnight
  3. additionwas added
  4. customreaction for 2 hours
  5. additionwas added
  6. washThe obtained organic layer was washed with water
  7. concentrationThe organic layer was concentrated under reduced pressure
  8. customto obtain 19 g of the
  9. concentrationconcentrate of the target compound

Quellen und Nachweise

ORD-Eintrag
ord-7302bdd5c36e44e8b1d26a44d29f3500
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08383833B2

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