Epichlorohydrin → HCID 15580331, compound

HRID 1380042Notes

Reaction equation

HRID 1380042 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, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

In a vessel fitted with a mechanical stirring device and a thermostatic device, 298 g 4-methyl pyrocatechol and 288 g epichlorhydrin are mixed then heated to 70°. A solution of 106 g sodium hydroxide in 800 ml water is then poured. The reaction is exothermic and the inner temperature increases up to about 80°-90°. The whole mixture is thereafter heated at 70° for 2,5 hours then poured into water. The resulting mixture is extracted with ethyl acetate. The organic phase is separated, washed with dilute sodium hydroxide then with saline water until the washings are neutral.

Workup

  1. customIn a vessel fitted with a mechanical stirring device
  2. temperaturethen heated to 70°
  3. temperaturethe inner temperature increases up to about 80°-90°
  4. temperatureThe whole mixture is thereafter heated at 70° for 2,5 hours
  5. extractionThe resulting mixture is extracted with ethyl acetate
  6. customThe organic phase is separated
  7. washwashed with dilute sodium hydroxide

Sources & evidence

ORD record
ord-49e0a8c2dfdc4e41b57b91de96a0d5a9
Source dataset
uspto-grants-1986_04
Patent number
US04579845

Reaction notes

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