StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Water → 3-(1-(4-Chloro-2,5-dimethylphenylsulfonyl)piperidin-2-yl)propionic Acid Ethyl Ester

HRID 2388649
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2388649
C(N(CC)CC)C.[ClH:8].[CH2:9]([O:11][C:12](=[O:21])[CH2:13][CH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][NH:16]1)[CH3:10].Cl[C:23]1[C:24]([CH3:34])=[C:25]([S:30](Cl)(=[O:32])=[O:31])[CH:26]=[C:27]([CH3:29])[CH:28]=1.O>C(Cl)Cl>[CH2:9]([O:11][C:12](=[O:21])[CH2:13][CH2:14][CH:15]1[CH2:20][CH2:19][CH2:18][CH2:17][N:16]1[S:30]([C:25]1[CH:26]=[C:27]([CH3:29])[C:28]([Cl:8])=[CH:23][C:24]=1[CH3:34])(=[O:32])=[O:31])[CH3:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 186172913-Chloro-2,5-dimethylbenzenesulfonyl chlorideHCID 19261412Ethyl 3-(piperidin-2-yl)propanoate hydrochloride

Produkt 1

HCID 579162463-(1-(4-Chloro-2,5-dimethylphenylsulfonyl)piperidin-2-yl)propionic Acid Ethyl Ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

Triethylamine (30 g) was added dropwise to a solution of 3-(piperidin-2-yl)propionic acid ethyl ester hydrochloride (30 g) in methylene chloride (210 ml) at 0° C. and the mixture was then stirred at room temperature for 10 minutes. Chloro-2,5-dimethylbenzene-1-sulfonyl chloride (32.3 g) was then added slowly and the mixture was stirred for 2 hours. The reaction was observed by thin layer chromatography. Because of incomplete conversion, the mixture was stirred for a further 17 hours before the reaction was ended by addition of water (200 ml). The phases were separated and the aqueous phase was extracted with MC (150 ml). The combined organic phases were dried with Na2SO4, filtered and concentrated in vacuo. Purification of the crude product was carried out by chromatography on silica gel (5% ethyl acetate in hexane). The yield was 47.23 g (90%).

Aufarbeitung

  1. stirringthe mixture was stirred for 2 hours
  2. stirringBecause of incomplete conversion, the mixture was stirred for a further 17 hours before the reaction
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with MC (150 ml)
  5. dry with materialThe combined organic phases were dried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customPurification of the crude product

Quellen und Nachweise

ORD-Eintrag
ord-1440a6162b8249cabd96e8d641874358
Quelldatensatz
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08268814B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion