Hydrochloric Acid → HCID 58426154, compound

HRID 1803726Notes

Reaction equation

HRID 1803726 reaction equation
[Cl:1][C:2]([F:32])([O:21][C:22]([F:31])([F:30])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])[C:3]([F:20])([F:19])[O:4][C:5]1[CH:14]=[C:13]([C:15]([O:17]C)=[O:16])[CH:12]=[CH:11][C:6]=1[C:7]([O:9]C)=[O:8].[OH-].[K+].Cl>O>[Cl:1][C:2]([F:32])([O:21][C:22]([F:30])([F:31])[C:23]([F:29])([F:28])[C:24]([F:27])([F:26])[F:25])[C:3]([F:19])([F:20])[O:4][C:5]1[CH:14]=[C:13]([C:15]([OH:17])=[O:16])[CH:12]=[CH:11][C:6]=1[C:7]([OH:9])=[O:8]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58426039HCID 58426039, compound

Product 1

HCID 58426154HCID 58426154, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

Dimethyl 2-(2-chloro-1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)terephthalate as prepared in Example 6 (50.00 g, 0.35 mol) was added to a solution of water (726 mL) and potassium hydroxide (KOH, 56.95 g) in a reaction flask. The resulting solution in the reaction flask was heated to reflux overnight, cooled to room temperature (about 25° C.) and then acidified to a pH of ˜1 by adding concentrated HCl until a precipitate formed. The resulting precipitate was filtered and dried under vacuum. Proton NMR of this material showed the desired material, 2-(2-chloro-1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)terephthalic acid.

Workup

  1. temperatureThe resulting solution in the reaction flask was heated
  2. temperatureto reflux overnight
  3. customformed
  4. filtrationThe resulting precipitate was filtered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-76ca686406014dbd8e4a9acfabd488c5
Source dataset
uspto-grants-2013_01
Patent number
US08350099B2

Reaction notes

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