Iodoethane → HCID 13343824, compound

HRID 1700272Notes

Reaction equation

HRID 1700272 reaction equation
C(=O)([O-])[O-].[Cs+].[Cs+].[CH2:7](I)[CH3:8].[CH3:10][C:11]1[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[CH:14]=[C:13]([CH3:20])[C:12]=1[OH:21]>C(#N)C>[CH3:20][C:13]1[CH:14]=[C:15]([N+:17]([O-:19])=[O:18])[CH:16]=[C:11]([CH3:10])[C:12]=1[O:21][CH2:7][CH3:8]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 10796Cesium carbonateHCID 170302,6-Xylenol, 4-nitro-

Product 1

HCID 13343824HCID 13343824, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

300 mmol (326 g) of caesium carbonate and 374 mmol (58.5 g) of ethyl iodide are added in succession to a solution of 149.5 mmol (25 g) of 2,6-dimethyl-4-nitrophenol in 1300 ml of acetonitrile. The whole is heated at reflux under an inert atmosphere for 15 hours. The reaction mixture is subsequently cooled and then filtered, and the filtrate is evaporated. The residue is dissolved in ethyl acetate and washed with water and then with 10% aqueous sodium chloride solution. The expected product is obtained by drying the organic phase and then concentrating.

Workup

  1. temperatureThe whole is heated
  2. temperatureat reflux under an inert atmosphere for 15 hours
  3. temperatureThe reaction mixture is subsequently cooled
  4. filtrationfiltered
  5. customthe filtrate is evaporated
  6. dissolutionThe residue is dissolved in ethyl acetate
  7. washwashed with water

Sources & evidence

ORD record
ord-7d1bfd3b99be4ed282db7f69ba2daf69
Source dataset
uspto-grants-2002_02
Patent number
US06350759B1

Reaction notes

Loading…