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

HRID 842318Notes

Reaction equation

HRID 842318 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-3c6583ecb3924e8b82ac3358ea284d24
Source dataset
uspto-grants-2002_04
Patent number
US06372917B1

Reaction notes

Loading…