Epichlorohydrin → HCID 10035332, compound

HRID 260708Notes

Reaction equation

HRID 260708 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([OH:9])[CH:5]=[CH:6][C:7]=1[F:8].Cl[CH2:11][CH:12]1[CH2:14][O:13]1.C(=O)([O-])[O-].[K+].[K+]>CC(=O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][C:7]=1[F:8])[O:9][CH2:11][CH:12]1[CH2:14][O:13]1

Participants

5

Reactant 3

HCID 7835EpichlorohydrinHCID 11430Potassium CarbonateHCID 759273,4-Difluorophenol

Product 1

HCID 10035332HCID 10035332, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 117.1 g of 3,4-difluorophenol, 185.5 g of chloromethyloxirane, 125 g of potassium carbonate and 500 ml of 2-propanone was stirred for 48 hours at reflux temperature. The reaction mixture was evaporated and the residue was taken up in dichloromethane. The whole was washed successively with water, NaOH (aq.) (2×) and water, and was then dried, filtered and evaporated. The residue was distilled (13.3 Pa, 58° C.), yielding 90.4 g (54.0%) of [(3,4-difluorophenoxy)methyl]oxirane (interm. 2).

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. washThe whole was washed successively with water, NaOH (aq.) (2×) and water
  4. customwas then dried
  5. filtrationfiltered
  6. customevaporated
  7. distillationThe residue was distilled (13.3 Pa, 58° C.)

Sources & evidence

ORD record
ord-4a13da520f50433eae3cb5c6e4a4b81b
Source dataset
uspto-grants-1996_06
Patent number
US05530011

Reaction notes

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