Hydrochloric Acid → HCID 57762918, compound

HRID 230600Notes

Reaction equation

HRID 230600 reaction equation
O1CCCC1.[F:6][C:7]1[CH:8]=[C:9]([CH:17]=[C:18]([F:27])[C:19]=1[C:20]([CH3:26])([CH3:25])[C:21]([F:24])([F:23])[F:22])[O:10][CH2:11][C:12]([O:14]CC)=[O:13].[OH-].[Na+].Cl>CO>[F:6][C:7]1[CH:8]=[C:9]([CH:17]=[C:18]([F:27])[C:19]=1[C:20]([CH3:25])([CH3:26])[C:21]([F:22])([F:23])[F:24])[O:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57762919HCID 57762919, compound

Product 1

HCID 57762918HCID 57762918, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a tetrahydrofuran (1 ml) solution of ethyl [3,5-difluoro-4-(2,2,2-trifluoro-1,1-dimethylethyl)phenoxy]acetate (267 mg, 0.82 mmol) and methanol (1.5 ml) was added 2 N sodium hydroxide aqueous solution (1 ml) and the mixture was stirred at 60° C. for 30 minutes. After the reaction was complete, the basic mixture was acidified with 2 N hydrochloride aqueous solution and the product was extracted with ethyl acetate which was dried over sodium sulfate. The organic layer was filtered and concentrated to give 242 mg (99% yield) of the title compound as a brown solid.

Workup

  1. extractionthe product was extracted with ethyl acetate which
  2. dry with materialwas dried over sodium sulfate
  3. filtrationThe organic layer was filtered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-75a0d349f4904edda14d285871e3d473
Source dataset
uspto-grants-2009_07
Patent number
US07566739B2

Reaction notes

Loading…