Réaction #3871

Équation de réaction

1,3-dibromopropane

Potassium hydroxide

H2O

product

7-Hydroxy-3-piperidino-2,2-dimethylbenzofuran

→

desired product

7-(3-Bromopropoxy)-3-piperidino-2,2-dimethylbenzofuran

Solvants

diethyl ether

ether

Conditions de réaction

Traitement

1. 1
   Lavagewashed with 5% aq. HCl
2. 2
   LavageThe acidic solution is washed with ether
3. 3
   Autrebasified, affording an oil which
4. 4
   Lavagewashed with sat'd NaCl
5. 5
   Autredried
6. 6
   Filtrationfiltered
7. 7
   Autreevaporated in vacuo

Mode opératoire

Potassium hydroxide (1.47 g), tetrabutyl ammonium chloride (0.77 g) and H2O (1 ml) are added to a solution of the product obtained in Step 6. (6.6 g) in 1,3-dibromopropane (27 ml). The reaction mixture is stirred for 20 hours and diluted with diethyl ether and washed with 5% aq. HCl. The acidic solution is washed with ether and basified, affording an oil which is taken up in ether, washed with sat'd NaCl, dried, filtered and evaporated in vacuo affording the desired product as an oil.

Source