Réaction #3872

Équation de réaction

potassium hydroxide

7-hydroxy-3-piperidino-2,2-dimethylbenzofuran

1,4-dibromobutane

→

desired product

7-(4-Bromobutoxy)-3-piperidino-2,2-dimethylbenzofuran

Solvants

ether

ether

Conditions de réaction

Traitement

1. 1
   Lavagewashed with water
2. 2
   Extractionextracted with 5% aq. HCl
3. 3
   Lavagethe acidic phase washed with ether
4. 4
   AutreThe acidic phase is made basic thereby forming an oil which
5. 5
   Lavagewashed with sat'd aq. NaCl
6. 6
   Autredried
7. 7
   Filtrationfiltered
8. 8
   Autreevaporated in vacuo

Mode opératoire

Crushed potassium hydroxide (19.6 g) and tetrabutyl ammonium chloride (1.7 g) are added to a solution of 7-hydroxy-3-piperidino-2,2-dimethylbenzofuran (14.4 g) in 1,4-dibromobutane (69.4 ml) and the mixture stirred at RT under nitrogen for 5 hours. The reaction mixture is diluted with ether, washed with water, extracted with 5% aq. HCl and the acidic phase washed with ether. The acidic phase is made basic thereby forming an oil which is taken up in ether, washed with sat'd aq. NaCl, dried, filtered and evaporated in vacuo affording the desired product as a liquid.

Source