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1,2-Dichloroethane → 4-Chloro-N-(4-pentyl-bicyclo[2.2.2]octane-1-carbonyl)-benzenesulfonamide

HRID 1455546
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1455546
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.C(Cl)CCl.[CH2:16]([C:21]12[CH2:28][CH2:27][C:24]([C:29](O)=[O:30])([CH2:25][CH2:26]1)[CH2:23][CH2:22]2)[CH2:17][CH2:18][CH2:19][CH3:20]>CN(C1C=CN=CC=1)C.CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][C:29]([C:24]23[CH2:25][CH2:26][C:21]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])([CH2:28][CH2:27]2)[CH2:22][CH2:23]3)=[O:30])(=[O:9])=[O:10])=[CH:6][CH:7]=1
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Komponenten

6

Edukt 3

HCID 111,2-DichloroethaneHCID 668244-ChlorobenzenesulfonamideHCID 42414664-Pentylbicyclo[2.2.2]octane-1-carboxylic acid

Produkt 1

HCID 684417734-Chloro-N-(4-pentyl-bicyclo[2.2.2]octane-1-carbonyl)-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysator
HCID 6228
Dimethylformamide
Lösungsmittel

Versuchsvorschrift

0.42 g of 4-chlorophenylsulfonamide, 60 mg of DMAP and 0.42 g of EDC are added to a solution of 0.5 g of 4-pentyl-bicyclo[2.2.2]octane-1-carboxylic acid in 8 ml of DMF, the mixture obtained is stirred for ca. 16 h at RT and solvent from the mixture obtained is evaporated. The evaporation residue obtained is dissolved in EtAc and washed with 1 N HCl, saturated NaHCO3 solution and brine and the organic phase obtained is dried. Solvent of the organic phase obtained is evaporated and the evaporation residue obtained is subjected to chromatography. 4-Chloro-N-(4-pentyl- bicyclo[2.2.2]octane-1-carbonyl)-benzenesulfonamide is obtained in the form of a white powder;

Aufarbeitung

  1. customthe mixture obtained
  2. customsolvent from the mixture obtained
  3. customis evaporated
  4. customThe evaporation residue obtained
  5. dissolutionis dissolved in EtAc
  6. washwashed with 1 N HCl, saturated NaHCO3 solution and brine
  7. customthe organic phase obtained
  8. customis dried
  9. customSolvent of the organic phase obtained
  10. customis evaporated
  11. customthe evaporation residue obtained

Quellen und Nachweise

ORD-Eintrag
ord-356bd4791c184ed6818a06a875ebc721
Quelldatensatz
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07482462B2

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