Iodoethane → HCID 13343824, compound

HRID 439871Notes

Reaction equation

HRID 439871 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([CH3:10])[C:7]([OH:11])=[C:6]([CH3:12])[CH:5]=1)([O-:3])=[O:2].C([O-])([O-])=O.[K+].[K+].[CH2:19](I)[CH3:20]>C(#N)C>[N+:1]([C:4]1[CH:5]=[C:6]([CH3:12])[C:7]([O:11][CH2:19][CH3:20])=[C:8]([CH3:10])[CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 170302,6-Xylenol, 4-nitro-

Product 1

HCID 13343824HCID 13343824, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 10 g (0.0598 mol) of 4-nitro-2,6-dimethylphenol, 16.5 g (0.1196 mol) of K2CO3 and 18.6 g (0.1196 mol) of ethyl iodide in 100 ml of acetonitrile was refluxed for 2.5 hours. The solid material was removed by hot filtration and was then washed with hot acetonitrile. The combined organic phase was evaporated and the resulting residue dissolved in ether. The ether phase was washed with water, dried (Na2SO4) and evaporated yielding 11.4 g (98%) of the product, M.p. 56° C.

Workup

  1. temperaturewas refluxed for 2.5 hours
  2. customThe solid material was removed by hot filtration
  3. washwas then washed with hot acetonitrile
  4. customThe combined organic phase was evaporated
  5. dissolutionthe resulting residue dissolved in ether
  6. washThe ether phase was washed with water
  7. dry with materialdried (Na2SO4)
  8. customevaporated

Sources & evidence

ORD record
ord-6f66379b716a48769ae983a705e821a9
Source dataset
uspto-grants-1996_05
Patent number
US05516788

Reaction notes

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