HCID 1729098, compound → HCID 261628, compound

HRID 2393011Notes

Reaction equation

HRID 2393011 reaction equation
[CH3:1][S:2]([O:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([O:10]C)=[O:9])(=[O:4])=[O:3]>Cl.CCOCC>[CH3:1][S:2]([O:5][C:6]1[CH:15]=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([OH:10])=[O:9])(=[O:4])=[O:3]

Participants

4

Reactant 1

HCID 1729098HCID 1729098, compound

Product 1

HCID 261628HCID 261628, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

A mixture of methyl 2-(methylsulphonyloxy)benzoate (6.9 g) in hydrochloric acid (6M) was heated at reflux for 0.75 hours. The cooled mixture was diluted with ether and extracted with ethyl acetate. The organic layer was washed with aqueous sodium chloride solution, dried (MgSO4) and filtered. The filtrate was evaporated to dryness to give 2-(methylsulphonyloxy)benzoic acid (6.1 g) as a white solid m.p. 125°-126° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 0.75 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with aqueous sodium chloride solution
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. customThe filtrate was evaporated to dryness

Sources & evidence

ORD record
ord-39348552e76944f4b0c70451639bfb30
Source dataset
uspto-grants-1998_09
Patent number
US05804532

Reaction notes

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