Ethanol → Sodium 1,3,5-tricyclohexylbenzenesulfonate

HRID 1185988

Reaktionsgleichung

Reaktionsgleichung von HRID 1185988
[CH:1]1([C:7]2[C:8](C3CCCCC3)=[C:9]([CH:13]3[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]3)[CH:10]=[CH:11][CH:12]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[S:26]([OH:29])(=[O:28])=[O:27].[OH-].[Na+:31].[CH2:32](O)[CH3:33]>C(Cl)Cl>[CH:13]1([C:9]2([S:26]([O-:29])(=[O:28])=[O:27])[CH:8]=[C:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH:12]=[C:11]([CH:33]3[CH2:32][CH2:3][CH2:2][CH2:1][CH2:6]3)[CH2:10]2)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1.[Na+:31]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 14798Sodium HydroxideHCID 24638Chlorosulfonic acidHCID 3015433Tricyclohexylbenzene

Produkt 1

HCID 86655172Sodium 1,3,5-tricyclohexylbenzenesulfonateAusbeute 151,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
3 °C

Versuchsvorschrift

In 50 ml of methylene chloride, 30 g of tricyclohexylbenzene was dissolved, cooled by 3° C. and stirred, and 15.2 g of chlorosulfonic acid was slowly added dropwise. After the dropwise addition, the mixture was stirred for 5 hours at room temperature, and after the introduction of 10 g of ice, 40 g of 50% aqueous sodium hydroxide was introduced. After a further 20 g of ethanol was added and stirring for 1 hour at 50° C., the undissolved portion was filtered off and removed and the mixture was distilled off at reduced pressure at 40° C. The precipitated crystals were filtered off and washed with hexane, and 30 g of sodium 1,3,5-tricyclohexylbenzensulfonate was obtained.

Aufarbeitung

  1. additionAfter the dropwise addition
  2. stirringthe mixture was stirred for 5 hours at room temperature
  3. stirringstirring for 1 hour at 50° C.
  4. filtrationthe undissolved portion was filtered off
  5. customremoved
  6. distillationthe mixture was distilled off at reduced pressure at 40° C
  7. filtrationThe precipitated crystals were filtered off
  8. washwashed with hexane

Quellen und Nachweise

ORD-Eintrag
ord-9e5d705099234d509ed3486e771fbf63
Quelldatensatz
uspto-grants-2014_03
Patentnummer
US08673538B2

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