Potassium Carbonate → HCID 20066943, compound

HRID 358612Notes

Reaction equation

HRID 358612 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH2:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1.Br[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([CH3:26])([CH3:25])[C:20]([O:22][CH2:23][CH3:24])=[O:21].C(=O)([O-])[O-].[K+].[K+]>CC(CC)=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([CH3:25])([CH3:26])[C:20]([O:22][CH2:23][CH3:24])=[O:21])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 668244-ChlorobenzenesulfonamideHCID 11482859HCID 11482859, compound

Product 1

HCID 20066943HCID 20066943, compoundYield 22.8%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 4-chlorobenzenesulphonamide (4.5 g), ethyl 8-bromo-2,2-dimethyloctanoate (3.3 g) and potassium carbonate (9.3 g) in dry methylethylketone (140 ml) was refluxed for 9 hours. The inorganic residues were removed by filtration and the filtrate was evaporated to dryness to give an oil. Chromatography on silica gel eluted with chloroform-petroleum ether 15:1 gave the title compound (1.05 g) as an oil.

Workup

  1. temperaturewas refluxed for 9 hours
  2. customThe inorganic residues were removed by filtration
  3. customthe filtrate was evaporated to dryness
  4. customto give an oil
  5. washChromatography on silica gel eluted with chloroform-petroleum ether 15:1

Sources & evidence

ORD record
ord-294b54e305934374ab08067334bd68de
Source dataset
uspto-grants-1991_03
Patent number
US04997847

Reaction notes

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