Chlorotrifluoroethylene → HCID 20245388, compound

HRID 1589594Notes

Reaction equation

HRID 1589594 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-d3533a4aac584db6829c312671e98e0f
Source dataset
uspto-grants-1986_02
Patent number
USRE032087

Reaction notes

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