Potassium Carbonate → HCID 13753192, compound

HRID 1732158Notes

Reaction equation

HRID 1732158 reaction equation
[F:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1.Br[CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[F:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[CH:12]=[CH:11][C:10]([O:13][CH:17]([CH3:23])[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:9][CH:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 129406244-(4-Fluorophenoxy)phenol

Product 1

HCID 13753192HCID 13753192, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 5 g of p-(p-fluorophenoxy)phenol, 5.1 g of ethyl 2-bromopropionate and 4 g of potassium carbonate is stirred at reflux temperature in 25 ml of acetone for 24 hours. After evaporation of the solvent the residue is taken up in 100 ml of diethyl ether and 100 ml of water. The ether phase is washed with semi-saturated and saturated sodium chloride solution, dried over anhydrous sodium sulfate and evaporated. The residue is purified by chromatography on silica gel with n-hexane/ethyl acetate (19:1) to yield pure ethyl 2-[p-(p-fluorophenoxy)phenoxy]-propionate; nD20 =1.5304.

Workup

  1. customAfter evaporation of the solvent the residue
  2. washThe ether phase is washed with semi-saturated and saturated sodium chloride solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated
  5. customThe residue is purified by chromatography on silica gel with n-hexane/ethyl acetate (19:1)

Sources & evidence

ORD record
ord-2e8ab1c9e36e4507a418e604889778d6
Source dataset
uspto-grants-1986_11
Patent number
US04625048

Reaction notes

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