Hydrochloric Acid → HCID 18410269, compound

HRID 1075618Notes

Reaction equation

HRID 1075618 reaction equation
[CH3:1][C:2]1[CH:14]=[C:13]([F:15])[CH:12]=[C:11]([CH3:16])[C:3]=1[O:4][CH2:5][C:6]([O:8]CC)=[O:7].[OH-].[Na+].Cl>CO>[CH3:16][C:11]1[CH:12]=[C:13]([F:15])[CH:14]=[C:2]([CH3:1])[C:3]=1[O:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54400943HCID 54400943, compound

Product 1

HCID 18410269HCID 18410269, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 318 mg (5.8 mmol) of ethyl 2,6-dimethyl-4-fluoro-phenoxyacetate in 50 mL of methanol was added 1 mL of 3N sodium hydroxide. After the reaction mixture was stirred at room temperature for 30 min, it was acidified with 3N HCl to pH=4 and partitioned between water and methylene chloride. The combined organic extracts were washed with brine and dried over anhydrous sodium sulfate, filtered and evaporated to dryness under reduced pressure to give 248 mg (90%) of 2,6-dimethyl-4-fluoro-phenoxy acetic acid as a white solid.

Workup

  1. custompartitioned between water and methylene chloride
  2. washThe combined organic extracts were washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-19784492bea340f489a790e5dcbd6751
Source dataset
uspto-grants-1999_05
Patent number
US05905068

Reaction notes

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