Reaction #1135812

Reaction equation

2-methyl-3-nitrophenol

iodoethane

potassium carbonate

→

1-ethoxy-2-methyl-3-nitrobenzene

Yield 100.7%

Solvents

acetone

Conditions

Workup

1. 1
   Temperaturewith heating
2. 2
   Temperatureunder reflux for ten hours
3. 3
   Filtrationfiltered
4. 4
   Concentrationthe resulting filtrates were concentrated
5. 5
   ExtractionThe resulting mixtures were extracted with ethyl acetate
6. 6
   Washthe organic layers were washed with water and saturated saline
7. 7
   Dryingwere dried over anhydrous magnesium sulfate
8. 8
   Concentrationwere then concentrated under reduced pressure

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.

Source