Sodium Hydroxide → Sodium 2-bromo-5-methylbenzene-1-sulfinate

HRID 840650Notes

Reaction equation

HRID 840650 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[S:9]([OH:11])=[O:10].[OH-].[Na+:13]>CO.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[S:9]([O-:11])=[O:10].[Na+:13]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 151553372-Bromo-5-methylbenzenesulfinic acid

Product 1

HCID 23677276Sodium 2-bromo-5-methylbenzene-1-sulfinate

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

49.6 g of 2-bromo-5-methylbenzenesulfinic acid are dissolved in 400 ml of methanol and treated with an equimolar amount of NaOH in 50 ml of water. The mixture is stirred at RT for 3 hours, the solution is filtered off and the solvents are then removed in vacuo. Finally, residues of water are removed azeotropically using 50 ml of toluene. The solid residue is dried in vacuo over P4O10 and 54.0 g of product are obtained, mp 288-290° C. (with decomposition).

Workup

  1. filtrationthe solution is filtered off
  2. customthe solvents are then removed in vacuo
  3. customFinally, residues of water are removed azeotropically
  4. dry with materialThe solid residue is dried in vacuo over P4O10 and 54.0 g of product
  5. customare obtained

Sources & evidence

ORD record
ord-fc99cf30ebc84e6681e878695df449a7
Source dataset
uspto-grants-2002_04
Patent number
US06369069B1

Reaction notes

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