Methanol → HCID 2517421, compound

HRID 2174680Notes

Reaction equation

HRID 2174680 reaction equation
[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[CH3:19]O>>[Cl:1][C:2]1[CH:10]=[CH:9][C:8]([S:11]([CH3:14])(=[O:13])=[O:12])=[CH:7][C:3]=1[C:4]([O:6][CH3:19])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 23291322-Chloro-5-(methylsulphonyl)benzoic acid

Product 1

HCID 2517421HCID 2517421, compound

Procedure

2-chloro-5-(methylsulfonyl)benzoic acid (4 g, 0.016 mol) was dissolved in MeOH (10 ml) and thionyl chloride (1 ml) was added. The reaction was stirred for 72 h at RT. Solvents were evaporated and crude solid was dissolved in DCM and washed with saturated aqueous solution of NaHCO3. The organic solvent was dried (Na2SO4) and evaporated to obtain 0.88 g of the title compound as white solid.

Workup

  1. customSolvents were evaporated
  2. dissolutioncrude solid was dissolved in DCM
  3. washwashed with saturated aqueous solution of NaHCO3
  4. dry with materialThe organic solvent was dried (Na2SO4)
  5. customevaporated

Sources & evidence

ORD record
ord-a4474abaadba4073b68e068e7b461271
Source dataset
uspto-grants-2015_06
Patent number
US09062033B2

Reaction notes

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