Potassium Carbonate → HCID 68675365, Verbindung

HRID 1994068Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1994068
[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:20])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([OH:19])[CH:14]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:28][C:29]1[N:30]=[C:31]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[O:32][C:33]=1[CH3:34]>CN(C=O)C>[CH2:1]([O:3][C:4]([C@H:6]1[CH2:10][CH2:9][CH2:8][N:7]1[C:11](=[O:20])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([O:19][CH2:28][C:29]2[N:30]=[C:31]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[O:32][C:33]=2[CH3:34])[CH:14]=1)=[O:5])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 97942894-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazoleHCID 68676419HCID 68676419, Verbindung

Produkt 1

HCID 68675365HCID 68675365, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of the title A compound, (R)-1-[2-(3-hydroxy-phenyl)-acetyl]-pyrrolidine-2-carboxylic acid ethyl ester (1.0 g, 3.61 mmol) in 10 mL DMF is added potassium carbonate (0.60 g, 4.33 mmol) followed by 4-chloromethyl-5-methyl-2-phenyl-oxazole (0.75 g, 3.61 mmol). The mixture is stirred for 24 h at RT, and partitioned between ethyl acetate and water. The organic layer is separated and washed with brine, dried over anhydrous sodium sulfate, concentrated and purified by flash chromatography (silica gel) eluting with hexane:ethyl acetate (3:7) to give (R)-1-{2-[3-(5-methyl-2-phenyl-oxazol-4-ylmethoxy)-phenyl]-acetyl}-pyrrolidine-2-carboxylic acid ethyl ester.

Aufarbeitung

  1. custompartitioned between ethyl acetate and water
  2. customThe organic layer is separated
  3. washwashed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. custompurified by flash chromatography (silica gel)
  7. washeluting with hexane:ethyl acetate (3:7)

Quellen und Nachweise

ORD-Eintrag
ord-e86c32d2783b4e9ebe9b3d5cd903491d
Quelldatensatz
uspto-grants-2010_01
Patentnummer
US07652061B2

Notizen zur Reaktion

Wird geladen…