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

HRID 841114Notes

Reaction equation

HRID 841114 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 subsequently the solvents are removed in vacuo. Finally, water residues are removed azeotropically with 50 ml of toluene. The solid residue is dried over P4O10 in vacuo and 54.0 g of product are obtained, mp 288-290° C. (with decomposition).

Workup

  1. filtrationthe solution is filtered off
  2. customsubsequently the solvents are removed in vacuo
  3. customFinally, water residues are removed azeotropically with 50 ml of toluene
  4. dry with materialThe solid residue is dried over P4O10 in vacuo and 54.0 g of product
  5. customare obtained

Sources & evidence

ORD record
ord-a91ae303c4224422aa673b0a89744d80
Source dataset
uspto-grants-2002_04
Patent number
US06369236B1

Reaction notes

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