Réaction #55091

Équation de réaction

p-nitrobenzylbromide

ethyl thioglycolate

potassium carbonate

bromine

ether

→

stated product

Rendement 95.0%

Ethyl 4-nitrobenzylthioacetate

Rendement 95.0%

Solvants

acetone

water

Conditions de réaction

Traitement

1. 1
   TempératureThe mixture is heated
2. 2
   Autrethe acetone is evaporated
3. 3
   Autrethe oil obtained
4. 4
   Lavagethe ether phase is washed with a dilute solution of NaOH
5. 5
   Autreto remove the excess thiol
6. 6
   Séchagewith a dilute solution of HCl, the solution is dried over Na2SO4
7. 7
   Autrethe solvent is evaporated off

Mode opératoire

43.2 g (0.2 mol) of p-nitrobenzylbromide, 200 ml of acetone, 0.2 g of potassium iodide, 24 ml of ethyl thioglycolate (namely a slight excess) and 27.6 g (0.2 mol) of potassium carbonate are successively introduced into a 1 liter 3-necked flask. The mixture is heated under reflux for about 4 hours until the bromine derivative completely disappears; the acetone is evaporated, the oil obtained is taken up in ether and in water, the ether phase is washed with a dilute solution of NaOH to remove the excess thiol, and then with a dilute solution of HCl, the solution is dried over Na2SO4 and the solvent is evaporated off. 49 g (yield: 95%) of the stated product, which is in the form of an orange coloured oil, are obtained.

Source