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Last season saw Alajuelense beaten 3-0 against Toluca over two legs in the final four of the competition.
And Alajuelense look set for another semi-final appearance thanks to Jose Ortiz and his two-goal haul against the MLS outfit at Estadio Alejandro Morera Soto.
Ortiz doubled the home side's lead five minutes later after being played in by Johan Venegas.
United were given some hope in the 23rd minute when Fabian Espindola headed past Dexter Lewis, though Alajuelense responded within three minutes courtesy of Venegas' tap in.
Steve Birnbaum reduced the deficit two minutes from the end with a close-range header, only for Jonathan McDonald to restore the hosts' three-goal buffer 60 seconds later.
