Réaction #216483

Équation de réaction

Sodium hydride

but-3-yn-1-ol

ethyl 3-bromopropionate

→

Ethyl 3-(but-3-ynyloxy)propionate

Rendement 90.9%

Solvants

toluene

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added
2. 2
   Températurerefluxed for 7 hours

Mode opératoire

Sodium hydride (4.6 g of 60% dispersion in mineral oil) was added to a stirred solution of but-3-yn-1-ol (16.2 g, 0.23 mol, Lancaster) in dry toluene (200 ml). After stirring for 2 hours at 25° C. a solution of ethyl 3-bromopropionate (20.8 g, 0.115 mol, Lancaster) was added. The reaction mixture was stirred and refluxed for 7 hours. Ethyl 3-(but-3-ynyloxy)propionate (17.8 g) was obtained by quenching the cooled reaction mixture in water, extracting with ether, washing with brine, drying over anhydrous magnesium sulphate followed by evaporation.

Source