Reaction #9750

Reaction equation

water

ethyl[2-methyl-4-(2-thien-2-ylethoxy)phenoxy]acetate

intermediate 69

ethyl[2-methyl-4-(2-thien-2-ylethoxy)phenoxy]acetate

bromine

→

title compound

ethyl{4-[2-(5-bromothien-2-yl)ethoxy]-2-methylphenoxy}acetate

Solvents

acetic acid

Conditions

Workup

1. 1
   Extractionthe resulting suspension extracted with diethyl ether
2. 2
   OtherThe organic layer was separated
3. 3
   Dryingdried over sodium sulfate
4. 4
   Concentrationconcentrated

Procedure

A solution of ethyl[2-methyl-4-(2-thien-2-ylethoxy)phenoxy]acetate (intermediate 69, 0.306 g) in acetic acid (5 ml) was treated with bromine (0.180 g) at ambient temperature and the mixture stirred for 15 minutes. The mixture was poured into water and the resulting suspension extracted with diethyl ether. The organic layer was separated, dried over sodium sulfate and concentrated to give the title compound as a colourless oil.

Source