Water → Sodium p-benzyloxybenzenesulfonate

HRID 1901141Notes

Reaction equation

HRID 1901141 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[Na+:12].[OH-].[Na+].O.[CH2:16](Cl)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(O)C>[CH2:16]([O:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([O-:11])(=[O:9])=[O:10])=[CH:4][CH:3]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[Na+:12]

Participants

6

Reactant 4

HCID 962WaterHCID 7503Benzyl ChlorideHCID 14798Sodium HydroxideHCID 4379756Sodium 4-hydroxybenzenesulfonate

Product 1

HCID 23685655Sodium p-benzyloxybenzenesulfonateYield 72.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of sodium p-hydroxybenzenesulfonate (40 g, 0.17 mole) in a solution of NaOH (9.61 g, 0.24 mole) and H2O (55 ml), a solution of benzyl chloride (27.6 g, 0.22 mole) in ethanol (35 ml) was added dropwise, and continued to stir for 5 hours under reflux. After standing at room temperature overnight, the precipitate was filtered, washed with H2O and dried to afford 35.2 g of sodium p-benzyloxybenzenesulfonate as white crystals.

Workup

  1. temperatureunder reflux
  2. waitAfter standing at room temperature overnight
  3. filtrationthe precipitate was filtered
  4. washwashed with H2O
  5. customdried

Sources & evidence

ORD record
ord-3edaf0943e2445e0a810c4eecc49146b
Source dataset
uspto-grants-1996_11
Patent number
US05576359

Reaction notes

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