The Red Devils, Manchester United on Friday night lost 8-9 on penalties to Championship side Middlesbrough at Old Trafford.
The English Premier League club had dominated the match all through but lost the chance of playing further in the competition after playing 1-1 after 90 minutes, leading to the penalty shoot out.
Anaedoonline.ng understands that Ralf Rangnick‘s side could have possibly led on but a penalty miss in the first half by Cristiano Ronaldo held the Red Devils down.
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Jadon Sancho had put United ahead after scoring a goal in the 25th minutes of the game.
Middlesbrough’s Matt Crooks, however, rescued his side with an equalizer in the 64th minute of the game.
The match eventually ended in a draw, leading to penalties.
Manchester United Anthony Elanga was the only player who failed to convert from 12-yards during the shootout, thereby helping the visiting team to qualify to the next stage of the competition, Naija News reports.
Manchester United had last won a trophy in 2017.
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