Iodoethane → HCID 23134613, compound

HRID 1048630Notes

Reaction equation

HRID 1048630 reaction equation
[CH3:1][C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:11].I[CH2:13][CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:13]([O:11][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([N+:8]([O-:10])=[O:9])[C:2]=1[CH3:1])[CH3:14]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 795792-Methyl-3-nitrophenol

Product 1

HCID 23134613HCID 23134613, compoundYield 100.7%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 2-methyl-3-nitrophenol 33.5 g, iodoethane 41 g and potassium carbonate 90 g in acetone 400 mL was stirred with heating under reflux for ten hours. The mixtures were cooled to room temperature and filtered and the resulting filtrates were concentrated. The resulting mixtures were extracted with ethyl acetate and the organic layers were washed with water and saturated saline, and were dried over anhydrous magnesium sulfate and were then concentrated under reduced pressure. The resulting residues were subjected to a silica gel column chromatography to give 1-ethoxy-2-methyl-3-nitrobenzene 39.9 g.

Workup

  1. temperaturewith heating
  2. temperatureunder reflux for ten hours
  3. filtrationfiltered
  4. concentrationthe resulting filtrates were concentrated
  5. extractionThe resulting mixtures were extracted with ethyl acetate
  6. washthe organic layers were washed with water and saturated saline
  7. dry with materialwere dried over anhydrous magnesium sulfate
  8. concentrationwere then concentrated under reduced pressure

Sources & evidence

ORD record
ord-45624fadc49d46e9aa387dbc6f610bda
Source dataset
uspto-grants-2016_07
Patent number
US09380782B2

Reaction notes

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