Potassium Carbonate → HCID 23469767, compound

HRID 128467Notes

Reaction equation

HRID 128467 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[CH:10][CH:9]=1)=[O:7].Br[C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[C:2]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([O:14][C:16]([CH3:23])([CH3:22])[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:9]=2)=[O:7])[S:1][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 11745Propanoic acid, 2-bromo-2-methyl-, ethyl esterHCID 130205054-(Thiophene-2-carbonyl)phenol

Product 1

HCID 23469767HCID 23469767, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 2-thienyl-(4-hydroxy-phenyl)ketone (M.p. 112° C.; 65 g), ethyl bromoisobutyrate (62 g) and potassium carbonate (88 g) in 2-butanone (500 ml) is refluxed for 24 hours. After removing the solid by filtration in the hot, the solvent is removed. The unreacted phenol is extracted from the residue with an alkaline aqueous solution. The usual treatments give, in a yield of 50%, the ester which melts at 45° C.

Workup

  1. temperatureis refluxed for 24 hours
  2. customAfter removing the solid
  3. filtrationby filtration in the hot, the solvent
  4. customis removed
  5. extractionThe unreacted phenol is extracted from the residue with an alkaline aqueous solution
  6. customThe usual treatments give, in a yield of 50%

Sources & evidence

ORD record
ord-60d9e76de33a42e5a6099966f85d4fb4
Source dataset
uspto-grants-1981_03
Patent number
US04259509

Reaction notes

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