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

HRID 353548Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 353548
[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 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

To a solution of 4-hydroxybenzenesulfonate sodium salt (52.35 g, 0.225) 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 filtrtation, washed with isopropanol and ether and dried in vacuo to give 45.08 g (81%) of the desired product 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. customThe resulting white precipitate was collected by filtrtation
  4. washwashed with isopropanol and ether
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3b435b2be5844537bcc43d79261ae44e
Quelldatensatz
uspto-grants-2004_06
Patentnummer
US06753337B2

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