Hydrochloric Acid → HCID 69040619, compound

HRID 853144Notes

Reaction equation

HRID 853144 reaction equation
C([O:3][C:4](=[O:22])[CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)=[CH:9][CH:8]=1)C.[OH-].[Na+].Cl>O1CCCC1>[F:21][C:18]1[CH:19]=[CH:20][C:15]([CH2:14][O:13][C:10]2[CH:11]=[CH:12][C:7]([O:6][CH2:5][C:4]([OH:22])=[O:3])=[CH:8][CH:9]=2)=[CH:16][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 69037550HCID 69037550, compound

Product 1

HCID 69040619HCID 69040619, compoundYield 82.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 500 mg of [4-(4-fluoro-benzyloxy)-phenoxy]-acetic acid ethyl ester in 10 ml of tetrahydrofurane was treated with 3.3 ml of sodium hydroxide solution (1 N). The mixture was heated at 50° C. for 2 h, then it was cooled to room temperature and 3.3 ml of hydrochloric acid (1 N) were added. While the tetrahydrofurane was evaporated under reduced pressure, the acid precipitated and, thereafter, was collected on a filter funnel. After washing with water and drying under reduced pressure, 376 mg of [4-(4-fluoro-benzyloxy)-phenoxy]-acetic acid was obtained, which was directly used for the further transformation.

Workup

  1. temperatureit was cooled to room temperature
  2. customWhile the tetrahydrofurane was evaporated under reduced pressure
  3. customthe acid precipitated
  4. customwas collected on a filter funnel
  5. washAfter washing with water
  6. customdrying under reduced pressure

Sources & evidence

ORD record
ord-6af89c53fb334997af9a5e5ab79f26f2
Source dataset
uspto-grants-2007_08
Patent number
US07253318B2

Reaction notes

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