Methanol → HCID 21941248, compound

HRID 1856629Notes

Reaction equation

HRID 1856629 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 conc. 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. The reaction mixture was refluxed for 5 hours, cooled, concentrated under reduced pressure and subsequently taken up in 1000 ml of methylene chloride. The organic phase was washed with water, then with 5% strength sodium bicarbonate solution and then once more with water, dried and concentrated under reduced pressure. 401.0 g of methyl 2,4-dichloro-3-methylbenzoate were obtained.

Workup

  1. temperatureThe reaction mixture was refluxed for 5 hours
  2. temperaturecooled
  3. concentrationconcentrated under reduced pressure
  4. washThe organic phase was washed with water
  5. dry with materialwith 5% strength sodium bicarbonate solution and then once more with water, dried
  6. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-052f9ad2945a48c6be066b9af4b323a6
Source dataset
uspto-grants-2000_11
Patent number
US06143696

Reaction notes

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