Hydrochloric Acid → 5-(1,1,2-Trifluoro-2-(perfluoropropoxy)ethoxy)isophthalic acid

HRID 2366507Notes

Reaction equation

HRID 2366507 reaction equation
[F:1][C:2]([F:31])([O:16][C:17]1[CH:18]=[C:19]([C:27]([O:29]C)=[O:28])[CH:20]=[C:21]([CH:26]=1)[C:22]([O:24]C)=[O:23])[CH:3]([F:15])[O:4][C:5]([F:14])([F:13])[C:6]([F:12])([F:11])[C:7]([F:10])([F:9])[F:8].[OH-].[K+].Cl>O>[F:1][C:2]([F:31])([O:16][C:17]1[CH:26]=[C:21]([C:22]([OH:24])=[O:23])[CH:20]=[C:19]([CH:18]=1)[C:27]([OH:29])=[O:28])[CH:3]([F:15])[O:4][C:5]([F:13])([F:14])[C:6]([F:11])([F:12])[C:7]([F:8])([F:10])[F:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 58426160Dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate

Product 1

HCID 866753405-(1,1,2-Trifluoro-2-(perfluoropropoxy)ethoxy)isophthalic acidYield 85.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Dimethyl 5-(1,1,2-trifluoro-2-(perfluoropropoxy)ethoxy)isophthalate (47.6 g, 0.10 mol) was added to a solution of water (1.00 L) and KOH (206 g, 3.5 mol). The resulting solution was heated to reflux for about 48 hours. The reaction was cooled to room temperature and then acidified to a pH of about 1 with concentrated HCl. The precipitate material was filtered and then dried under vacuum for 4 days to give 38.51 g of product.

Workup

  1. temperatureThe resulting solution was heated
  2. temperatureto reflux for about 48 hours
  3. filtrationThe precipitate material was filtered
  4. customdried under vacuum for 4 days

Sources & evidence

ORD record
ord-7989048dce46449ea184bb1fc0150576
Source dataset
uspto-grants-2014_04
Patent number
US08697831B2

Reaction notes

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