Potassium Carbonate → HCID 54095197, compound

HRID 248012

Reaction equation

HRID 248012 reaction equation
[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([OH:11])[CH:5]=1.I[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH3:1][O:2][C:3](=[O:12])[C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[C:6]([O:11][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])[CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 202741-IodoheptaneHCID 287064Methyl 3,4-Dihydroxybenzoate

Product 1

HCID 54095197HCID 54095197, compoundYield 198.2%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 25 g of product from Example 102, 72.3 g of 1-iodoheptane, 61.65 g of potassium carbonate and 500 ml of 2-butanone is heated at reflux temperature for 44 hours. The cooled reaction mixture is filtered and concentrated in vacuo. The oily residue is purified by chromatography (silica gel: 10% ethyl acetate/hexane) to give 53.7 g of the desired product.

Workup

  1. temperatureis heated
  2. temperatureat reflux temperature for 44 hours
  3. customThe cooled reaction mixture
  4. filtrationis filtered
  5. concentrationconcentrated in vacuo
  6. customThe oily residue is purified by chromatography (silica gel: 10% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-6aa4604a96724dc7be7271e866ed0eb3
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Linked notes

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