Chlorotrifluoroethylene → HCID 20245388, compound

HRID 1447072Notes

Reaction equation

HRID 1447072 reaction equation
[Cl:1][C:2]([F:6])=[C:3]([F:5])[F:4].[OH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12].[OH-].[K+]>CC(C)=O>[F:4][C:3]([F:5])([O:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])[CH:2]([F:6])[Cl:1]

Participants

5

Reactant 3

HCID 6594ChlorotrifluoroethyleneHCID 14797Potassium HydroxideHCID 88068Methyl 3-Hydroxybenzoate

Product 1

HCID 20245388HCID 20245388, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

52.4 Parts by weight of chlorotrifluoroethylene are introduced, over 10 hours, into a mixture of 46.5 parts by weight of methyl 3-hydroxybenzoate and 9.5 parts by weight of potassium hydroxide powder in 50 parts by weight of acetone, refluxing at 45°-52° C. After concentrating the reaction mixture on a rotary evaporator under reduced pressure, the residue is taken up in methylene chloride and the solution is extracted with sodium bicarbonate solution, dried and evaporated, giving 69.5 parts by weight of methyl 3-(1',1',2'-trifluoro-2'-chloroethoxy)-benzoate of nD25 =1.4710.

Workup

  1. temperaturerefluxing at 45°-52° C
  2. concentrationAfter concentrating the reaction mixture
  3. customon a rotary evaporator under reduced pressure
  4. extractionthe solution is extracted with sodium bicarbonate solution
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-51bb5ede07a448bdb4112b7b828a1081
Source dataset
uspto-grants-1982_02
Patent number
US04315766

Reaction notes

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