Dimethyl Sulfate → HCID 13897361, compound

HRID 372816Notes

Reaction equation

HRID 372816 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]([OH:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[OH-].[Na+].S(OC)(O[CH3:19])(=O)=O>O>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]([O:12][CH3:19])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 191036882,3-Dichloro-4-hydroxybenzoic acid

Product 1

HCID 13897361HCID 13897361, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 20.7 g (0.1 mole) off 2,3-dichloro-4-hydroxybenzoic acid was added 8 g of sodium hydroxide dissolved in 150 ml water. The solution was warmed to 60° and 12.6 g (0.1 mole) of dimethyl sulfate added. The mixture was then heated at 70° for 2 hours, cooled, acidified and filtered to yield 16.7 g. (75%) of the product, m.p. 224°-226°.

Workup

  1. temperatureThe solution was warmed to 60°
  2. temperatureThe mixture was then heated at 70° for 2 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customto yield 16.7 g

Sources & evidence

ORD record
ord-27446e3f72b244719899370bc9dd0027
Source dataset
uspto-grants-1978_05
Patent number
US04092352

Reaction notes

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