Hydrochloric Acid → HCID 18979812, compound

HRID 975495Notes

Reaction equation

HRID 975495 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-].[Na+].[CH3:14][S:15](Cl)(=[O:17])=[O:16].Cl>O>[Cl:1][C:2]1[CH:10]=[C:9]([O:11][S:15]([CH3:14])(=[O:17])=[O:16])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 31297Methanesulfonyl chlorideHCID 918212-Chloro-4-hydroxybenzoic acid

Product 1

HCID 18979812HCID 18979812, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To a solution of 2-chloro-4-hydroxybenzoic acid (3.45 g, 20 mmol) and sodium hydroxide (2.40 g, 60.0 mmol) in 30 ml of water is added, dropwise at 0°, methanesulfonyl chloride (2.57 ml, 3.80 g, 33.0 mmol). After addition is complete, the reaction mixture is stirred at RT for 30 min., after which it is poured into water, acidified with dil. HCl and extracted with ether. The combined organic extracts are washed with brine, dried and evaporated to give 2-chloro-4-methylsulfonyloxybenzoic acid.

Workup

  1. additionAfter addition
  2. extractionextracted with ether
  3. washThe combined organic extracts are washed with brine
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-8971cf73ddee44feab3016e943cbe283
Source dataset
uspto-grants-1997_03
Patent number
US05608101

Reaction notes

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