Réaction #3867

ord-11041e93a6764496b437ae0e8552152e

Équation de réaction

BrCCCBr
1,3-dibromopropane
Oc1cccc2c1OCCC2N1CCCCC1
product
Oc1cccc2c1OCCC2N1CCCCC1
8-Hydroxy-4-piperidino-2,3-dihydrobenzopyran
[K+].[OH-]
potassium hydroxide
O
H2O
BrCCCOc1cccc2c1OCCC2N1CCCCC1
desired product
BrCCCOc1cccc2c1OCCC2N1CCCCC1
8-(3-Bromopropoxy)-4-piperidino-2,3-dihydrobenzopyran

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionextracted with 5% aq. HCl
  2. 2
    LavageThe acidic solution is washed with ether
  3. 3
    Autredried
  4. 4
    Filtrationfiltered
  5. 5
    Autreevaporated in vacuo

Mode opératoire

Crushed potassium hydroxide (4.1 g) and tetrabutyl ammonium chloride (2.2 g) and H2O (5 ml) are added to a stirred mixture of the product obtained in Step 3. (17.2 g) and 1,3-dibromopropane (74.8 ml). The reaction mixture is stirred under nitrogen overnight, diluted with diethyl ether, and extracted with 5% aq. HCl. The acidic solution is washed with ether, sat'd NaCl, dried, filtered and evaporated in vacuo yielding the desired product as an oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04722925uspto-grants-1988_02