Potassium Carbonate → HCID 21187897, compound

HRID 356968Notes

Reaction equation

HRID 356968 reaction equation
[F:1][C:2]1([F:20])[C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[C:10]([O:12]C)=[O:11])=[CH:4][C:3]1=[CH2:19].C(=O)([O-])[O-].[K+].[K+]>CO.O>[F:1][C:2]1([F:20])[C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:14]=[CH:15][C:16]=2[O:17][CH3:18])[C:10]([OH:12])=[O:11])=[CH:4][C:3]1=[CH2:19]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 21187923HCID 21187923, compound

Product 1

HCID 21187897HCID 21187897, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of methyl 3-(4,4-difluoro-3-methylenecyclobut-1-enyloxy)-4-methoxybenzoate (1.39 g) in methanol (22 mL) is treated with a solution of potassium carbonate (0.83 g) in water (8 mL) and the solution is heated at 60°-70° C. for 8 hours, cooled and evaporated. The residue is dissolved in water (30 mL), extracted with diethyl ether (50 mL) and acidified to pH 4 by treatment with glacial acetic acid. The precipitated solid is extracted with ethyl acetate (2×75 mL). The combined organic extracts are dried over magnesium sulfate and concentrated, to give 3-(4,4-difluoro-3-methylene- cyclobut-1-enyloxy)-4-methoxybenzoic acid, in the form of a white solid, m.p. 163°-165° C.

Workup

  1. temperaturethe solution is heated at 60°-70° C. for 8 hours
  2. temperaturecooled
  3. customevaporated
  4. dissolutionThe residue is dissolved in water (30 mL)
  5. extractionextracted with diethyl ether (50 mL)
  6. extractionThe precipitated solid is extracted with ethyl acetate (2×75 mL)
  7. dry with materialThe combined organic extracts are dried over magnesium sulfate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-485c3f92dbb24527aa941da817c05d52
Source dataset
uspto-grants-1998_11
Patent number
US05840724

Reaction notes

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