p-Bromobenzenesulfonyl chloride → HCID 23000994, Verbindung

HRID 397715

Reaktionsgleichung

Reaktionsgleichung von HRID 397715
[CH:1]1([CH2:6][CH2:7][CH2:8][OH:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[Br:17][C:18]1[CH:23]=[CH:22][C:21]([S:24](Cl)(=[O:26])=[O:25])=[CH:20][CH:19]=1>ClCCl.Cl>[Br:17][C:18]1[CH:23]=[CH:22][C:21]([S:24]([O:9][CH2:8][CH2:7][CH2:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)(=[O:26])=[O:25])=[CH:20][CH:19]=1

Komponenten

6

Edukt 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 69842Cyclopentanepropanol

Produkt 1

HCID 23000994HCID 23000994, VerbindungAusbeute 83,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 313Hydrochloric AcidLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 3-cyclopentyl-1-propanol (2.0 g, 15.6 mmol) in triethylamine (3.25 ml, 23.4 mmol) and dichloromethane (50 ml) was added 4-bromobenzenesulfonyl chloride (4.4 g, 17.6 mmol). The solution was stirred for 16 h, diluted with 2 N aqueous hydrochloric acid (100 ml) and extracted with dichloromethane (100 ml). The extract was washed with saturated aqueous sodium hydrogen carbonate solution (100 ml) and brine (100 ml), dried (MgSO4) and concentrated in vacuo to give the title compound as a white crystalline solid (4.50 g, 80%).

Aufarbeitung

  1. extractionextracted with dichloromethane (100 ml)
  2. washThe extract was washed with saturated aqueous sodium hydrogen carbonate solution (100 ml) and brine (100 ml)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-71e6cd67d026411793d852f7d654c0d8
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610711B2

Verknüpfte Notizen

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