Sodium Hydroxide → 4-But-2-ynyloxy-benzenesulfonic acid sodium salt

HRID 1264611Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1264611
[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-].[Na+].Br[CH2:16][C:17]#[C:18][CH3:19]>C(O)(C)C>[Na+:1].[CH2:16]([O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([O-:12])(=[O:10])=[O:11])=[CH:5][CH:4]=1)[C:17]#[C:18][CH3:19]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 27568621-Bromo-2-butyneHCID 4379756Sodium 4-hydroxybenzenesulfonate

Produkt 1

HCID 237040564-But-2-ynyloxy-benzenesulfonic acid sodium saltAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 52.35 g (0.225 mol) of 4-hydroxybenzenesulfonate sodium salt in 1L of isopropanol and 225 mL of a 1.0N solution of sodium hydroxide was added 59.96 g (0.45 mol) of 1-bromo-2-butyne. The resulting mixture was heated to 70° for 15 h and then the isopropanol was removed by evaporation in vacuo. The resulting white precipitate was collected by filtration, washed with isopropanol and ether and dried under vacuum to give 56.0 g (100%) of 4-but-2-ynyloxybenzenesulfonic acid sodium salt as a white solid.

Aufarbeitung

  1. temperatureThe resulting mixture was heated to 70° for 15 h
  2. customthe isopropanol was removed by evaporation in vacuo
  3. filtrationThe resulting white precipitate was collected by filtration
  4. washwashed with isopropanol and ether
  5. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a8d93a5748d14508a25d7cfa4e1d58b9
Quelldatensatz
uspto-grants-2003_04
Patentnummer
US06544984B1

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