Methanol → HCID 21941248, compound

HRID 1368819Notes

Reaction equation

HRID 1368819 reaction equation
S(=O)(=O)(O)O.[Cl:6][C:7]1[C:15]([CH3:16])=[C:14]([Cl:17])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].[CH3:18]O>>[Cl:6][C:7]1[C:15]([CH3:16])=[C:14]([Cl:17])[CH:13]=[CH:12][C:8]=1[C:9]([O:11][CH3:18])=[O:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 132359512,4-Dichloro-3-methylbenzoic acid

Product 1

HCID 21941248HCID 21941248, compound

Procedure

60 ml of concentrated sulfuric acid were added dropwise to a solution of 424.0 g (2 mol) of 2,4-dichloro-3-methylbenzoic acid and 1500 ml of methanol. After heating for 5 hours under reflux, the reaction mixture was cooled, concentrated under reduced pressure and then taken up in 1000 ml of methylene chloride. The organic phase was washed with water, then with 5% strength of sodium hydrogen carbonate solution and then again with water, dried and concentrated under reduced pressure. 401.0 g of methyl 2,4-dichloro-3-methylbenzoate were obtained.

Workup

  1. temperatureAfter heating for 5 hours
  2. temperatureunder reflux
  3. temperaturethe reaction mixture was cooled
  4. concentrationconcentrated under reduced pressure
  5. washThe organic phase was washed with water
  6. dry with materialwith 5% strength of sodium hydrogen carbonate solution and then again with water, dried
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-4d4ed31f3ea847ff9d4b9fb4f41153b0
Source dataset
uspto-grants-2003_06
Patent number
US06576596B1

Reaction notes

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