Epichlorohydrin → HCID 15580331, compound

HRID 1388681Notes

Reaction equation

HRID 1388681 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5](=[CH:7][CH:8]=1)[OH:6].[CH2:10]([CH:12]1[O:14][CH2:13]1)Cl.[OH-].[Na+]>O>[OH:14][CH2:13][CH:12]1[O:6][C:5]2[CH:7]=[CH:8][C:2]([CH3:1])=[CH:3][C:4]=2[O:9][CH2:10]1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 99584-MethylcatecholHCID 14798Sodium Hydroxide

Product 1

HCID 15580331HCID 15580331, compoundYield 38.8%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a reactor fitted with a stirring device 149 g 4-methyl pyrocatechol and 144 g epichlorhydrin are mixed together and heated at 70°, then a solution of 53 g sodium hydroxide in 440 ml water is slowly added. The reaction mixture is further heated at 70° for 2.30 hours then poured in water and extracted with ethyl acetate. The resulting raw product is separated after evaporation of the solvent and purified by fractional distillation under reduced pressure. 84 g of the title compound are obtained, boiling at 136°-140°/2 mm Hg.

Workup

  1. additionare mixed together
  2. temperatureheated at 70°
  3. temperatureThe reaction mixture is further heated at 70° for 2.30 hours
  4. extractionextracted with ethyl acetate
  5. customThe resulting raw product is separated
  6. customafter evaporation of the solvent
  7. distillationpurified by fractional distillation under reduced pressure

Sources & evidence

ORD record
ord-4fe6440da7ab4759859282a7fb20ed0e
Source dataset
uspto-grants-1984_02
Patent number
US04432984

Reaction notes

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