Methanol → HCID 19082451, compound

HRID 963544Notes

Reaction equation

HRID 963544 reaction equation
C([O:3][C:4](=[O:17])[CH:5]([CH2:11][CH2:12][CH:13]=[C:14]([F:16])[F:15])[C:6]([O:8]CC)=[O:7])C.CO.C(=O)([O-])[O-].[K+].[K+]>O>[F:15][C:14]([F:16])=[CH:13][CH2:12][CH2:11][CH:5]([C:6]([OH:8])=[O:7])[C:4]([OH:17])=[O:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 11430Potassium CarbonateHCID 53872177HCID 53872177, compound

Product 1

HCID 19082451HCID 19082451, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

34.9 g of 2-(4,4-difluorobut-3-en-1-yl)malonic acid diethyl ester are added to 50 ml of methanol. 50 g of potassium carbonate dissolved in 150 ml of water are slowly added dropwise at room temperature and then the mixture is heated to reflux temperature and stirred at that temperature for 15 hours. The reaction mixture is concentrated to dryness by evaporation in a rotary evaporator and the residue is treated with concentrated hydrochloric acid until a pH value of 1 has been obtained and then extracted three times using 150 ml of diethyl ether each time. The combined ether phases are dried over sodium sulfate and concentrated by evaporation. The title compound is obtained in the form of a colourless oil.

Workup

  1. additionare slowly added dropwise at room temperature
  2. temperaturethe mixture is heated
  3. temperatureto reflux temperature
  4. concentrationThe reaction mixture is concentrated to dryness by evaporation in a rotary evaporator
  5. additionthe residue is treated with concentrated hydrochloric acid until a pH value of 1
  6. customhas been obtained
  7. extractionextracted three times
  8. dry with materialThe combined ether phases are dried over sodium sulfate
  9. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-2501def1648d416a8159a850eee80ce4
Source dataset
uspto-grants-1998_06
Patent number
US05763481

Reaction notes

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