Potassium Hydroxide → Sodium 4-(6-hydroxyhexyl)oxybenzenesulfonate

HRID 10605Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 10605
[Na+:1].[OH:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:12])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[OH-].[K+].Br[CH:16]([OH:22])[CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>C(O)C>[OH:22][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:12])(=[O:10])=[O:11])=[CH:5][CH:4]=1.[Na+:1]

Komponenten

5

Edukt 3

HCID 14797Potassium HydroxideHCID 4379756Sodium 4-hydroxybenzenesulfonateHCID 21981760Bromohexanol

Produkt 1

HCID 23717227Sodium 4-(6-hydroxyhexyl)oxybenzenesulfonateAusbeute 98,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Into a three-necked round-bottom flask equipped with a magnetic stirring bar and a reflux condenser were added 4-hydroxybenzenesulfonicacid sodium salt (30.0 grams (g), 0.13 mol), potassium hydroxide (9.0 g, 0.16 mol) and distilled water (60 milliliter (ml)). 1-Bromohexanol (23.16 g, 0.13 mol) dissolved in ethanol (50 ml) was added drop wise into the reaction mixture at room temperature. The reaction mixture was refluxed for 24 hours and then cooled to room temperature. The precipitated product was filtered and washed with chloroform to remove excess of 1-bromohexanol. The product was dried under vacuum at 70° C. for 12 hours to provide 38.06 g of sodium 4-(6-hydroxyhexyl)oxybenzenesulfonate (92% yield).

Aufarbeitung

  1. customInto a three-necked round-bottom flask equipped with a magnetic stirring bar and a reflux condenser
  2. distillationdistilled water (60 milliliter (ml))
  3. additionwas added drop wise into the reaction mixture at room temperature
  4. temperatureThe reaction mixture was refluxed for 24 hours
  5. filtrationThe precipitated product was filtered
  6. washwashed with chloroform
  7. customto remove excess of 1-bromohexanol
  8. customThe product was dried under vacuum at 70° C. for 12 hours

Quellen und Nachweise

ORD-Eintrag
ord-62574a4f57594484b87becc8b7f760e8
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094861B2

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