Piperidine → 1-[4-(1-Piperidinylsulfonyl)phenyl]ethanone

HRID 2267302Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2267302
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10](Cl)(=[O:12])=[O:11])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1.C(N(CC)CC)C>O1CCCC1.[Cl-].[Na+].O>[N:14]1([S:10]([C:7]2[CH:8]=[CH:9][C:4]([C:1](=[O:3])[CH3:2])=[CH:5][CH:6]=2)(=[O:12])=[O:11])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

Komponenten

6

Edukt 3

HCID 8082PiperidineHCID 8471TriethylamineHCID 2664184-Acetylbenzenesulfonyl chloride

Produkt 1

HCID 7503641-[4-(1-Piperidinylsulfonyl)phenyl]ethanoneAusbeute 94 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 57417360Sodium chloride; waterLösungsmittel

Versuchsvorschrift

A mixture of 4-acetylbenzene-1-sulfonyl chloride (2 g, 9.2 mmol), piperidine (0.85 g, 10.0 mmol) and triethylamine (1.9 g, 18.4 mmol) in tetrahydrofuran (60 mL) was stirred at rt overnight. Brine (100 mL) was added and the mixture was extracted with ethyl acetate (3×100 mL). The combined organic layer was washed with brine (100 mL), dried over anhydrous sodium sulfate and filtered. Removal of solvent in vacuo gave the title compound as a white solid (2.3 g, 94%). MS (M+H)+ 268.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  2. washThe combined organic layer was washed with brine (100 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customRemoval of solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-56251eda20204b12bd8db97a8cd22a71
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858785B2

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