Chloride → 1-(4-Fluorophenyl)-5-(morpholin-4-yl)pentane-1,5-dione

HRID 1052889Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1052889
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:15])[CH2:9][CH2:10][CH2:11][C:12]([OH:14])=O)=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl-].[NH:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>C1(C)C=CC=CC=1.[Cl-].[Na+].O.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:15])[CH2:9][CH2:10][CH2:11][C:12]([N:24]2[CH2:29][CH2:28][O:27][CH2:26][CH2:25]2)=[O:14])=[CH:6][CH:7]=1

Komponenten

8

Edukt 4

HCID 312ChlorideHCID 8083MorpholineHCID 8471TriethylamineHCID 6890964-(4-Fluorobenzoyl)butyric Acid

Produkt 1

HCID 580708091-(4-Fluorophenyl)-5-(morpholin-4-yl)pentane-1,5-dione

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel2×HCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

10 gms of 5-(4-Fluoro-phenyl)-5-oxo-pentanoic acid and 5.6 gms of triethyl amine was added to 25 ml of toluene. 5.1 gms of Pivollyl chloride was added and stirred the reaction mass at room temperature for about 2 hours. 4 ml of Morpholine in 25 ml of toluene was added to the reaction mass at 0° C. Stirred the reaction mass for about 30 minutes at 0-5° C. and 20 ml of water was added. To the reaction mass 30 ml of brine solution was added and organic layer was separated. Dried the separated organic layer over sodium sulfate. Distill off the solvent completely under reduced pressure at 50-55° C. The resulted oily mass was dissolved in 12 ml of toluene and 60 ml of hexane. Cooled the reaction mass and 12 ml of toluene was added. Stirred the reaction mass for about 1-2 hours at 0-5° C., filtered, washed with 5 ml of hexane and dried at 40-45° C. to get 10 gms of 1-(4-Fluoro-phenyl)-5-morpholin-4-yl-pentane-1,5-dione.

Aufarbeitung

  1. stirringStirred the reaction mass for about 30 minutes at 0-5° C.
  2. customorganic layer was separated
  3. dry with materialDried the separated organic layer over sodium sulfate
  4. distillationDistill off the solvent completely under reduced pressure at 50-55° C
  5. dissolutionThe resulted oily mass was dissolved in 12 ml of toluene
  6. temperatureCooled the reaction mass and 12 ml of toluene
  7. additionwas added
  8. stirringStirred the reaction mass for about 1-2 hours at 0-5° C.
  9. filtrationfiltered
  10. washwashed with 5 ml of hexane
  11. customdried at 40-45° C.

Quellen und Nachweise

ORD-Eintrag
ord-bd6412aed8c1478bb104936a84bddeda
Quelldatensatz
uspto-grants-2016_07
Patentnummer
US09388440B2

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