Epichlorohydrin → HCID 10035332, compound

HRID 1647756Notes

Reaction equation

HRID 1647756 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.) (2x) 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.) (2x) 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-f2dd2764f5604be29a9639c5f28958f6
Source dataset
uspto-grants-1995_07
Patent number
US05434168

Reaction notes

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