Potassium Iodide → HCID 14820129, compound

HRID 2166402Notes

Reaction equation

HRID 2166402 reaction equation
C([O:4][C:5]1[CH:15]=[C:14]([CH2:16]Br)[CH:13]=[CH:12][C:6]=1[C:7]([O:9][CH2:10][CH3:11])=[O:8])(=O)C.[C:18](=[O:21])([O-])[O-].[K+].[K+].[I-].[K+].[CH2:26]([C:28]([CH3:30])=[O:29])[CH3:27]>>[C:28]([C:26]1[C:18]([OH:21])=[CH:15][C:5]([O:4][CH2:16][C:14]2[CH:13]=[CH:12][C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[C:5]([OH:4])[CH:15]=2)=[C:6]([CH2:12][CH3:13])[CH:27]=1)(=[O:29])[CH3:30]

Participants

5

Reactant 4

HCID 4875Potassium IodideHCID 6569Methyl Ethyl KetoneHCID 11430Potassium CarbonateHCID 14820149HCID 14820149, compound

Product 1

HCID 14820129HCID 14820129, compound

Procedure

A mixture of 0.75 g of 2,4-dihydroxy-5-ethylacetophenone, 1.23 g of ethyl 2-acetoxy-4-bromomethylbenzoate, 0.57 g of potassium carbonate, and a catalytic amount of potassium iodide were heated at reflux in methyl ethyl ketone overnight. The hot mixture was filtered and the filtrate concentrated to dryness. Crystallization of the residue from ethyl acetate/hexane provided 130 mg of the desired title product, m.p. 145°-146° C.

Workup

  1. filtrationThe hot mixture was filtered
  2. concentrationthe filtrate concentrated to dryness
  3. customCrystallization of the residue from ethyl acetate/hexane

Sources & evidence

ORD record
ord-18e8014bf114409fa6a287f644e25870
Source dataset
uspto-grants-1990_07
Patent number
US04945099

Reaction notes

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