Hydrochloric Acid → HCID 68193887, compound

HRID 2405149Notes

Reaction equation

HRID 2405149 reaction equation
C([O:3][C:4](=[O:17])[C:5]([F:16])([F:15])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13])C.Cl>[OH-].[Na+]>[F:15][C:5]([F:16])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13])[C:4]([OH:17])=[O:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68193918HCID 68193918, compound2×

Product 1

HCID 68193887HCID 68193887, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

According to the above-described scheme, 2,2-difluoro-2-(2-nitrophenyl)acetic acid ethyl ester (Compound 2c; 1.01 g, 4.1 mmol) and 1N NaOH solution (10 mL) were put into an eggplant flask, and the mixture was stirred at room temperature for 19 hours. After the reaction, the reaction mixture was neutralized with 5% HCl solution, extracted with ethyl acetate and washed with water, and an organic layer was dried with anhydrous sodium sulfate. Ethyl acetate was distilled away under reduced pressure, and by carrying out purification by silica gel column chromatography, 2,2-difluoro-2-(2-nitrophenyl)acetic acid (Compound 4c) was obtained with a yield of 85%.

Workup

  1. customwere put into an eggplant flask
  2. customAfter the reaction
  3. extractionextracted with ethyl acetate
  4. washwashed with water
  5. dry with materialan organic layer was dried with anhydrous sodium sulfate
  6. distillationEthyl acetate was distilled away under reduced pressure
  7. custompurification by silica gel column chromatography

Sources & evidence

ORD record
ord-64bec36d3da84501a5c95ad7aa887909
Source dataset
uspto-grants-2014_08
Patent number
US08802886B2

Reaction notes

Loading…