Wayne Rooney, Michael Carrick and Ashley Young all missed penalties as Middlesbrough knocked Manchester United out of the Capital One Cup on penalties at Old Trafford.

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Boro goalkeeper Tomas Mejias saved from Rooney and Young, while Carrick blazed his effort over in between as Boro advanced to the quarter-finals with a 3-1 victory following a 0-0 draw after 120 minutes.

Louis van Gaal’s side were lacklustre on the night against a side that took Liverpool to penalties in this competition last year and eliminated Manchester City in the FA Cup – and United were fortunate to survive past 90 minutes, with Daley Blind twice surviving own-goal scares.

He saw one wild hack into the net chalked off for an offside flag against Kike before he breathed a huge sigh of relief as Sergio Romero’s mis-control from his back pass went narrowly wide.

Jesse Lingard struck a post in the 90th minute while Grant Leadbitter and Stewart Downing were denied by Romero in stoppage time.

Strikers Wilfried Bony and Kelechi Iheanacho were among the goalscorers as Manchester City eased into the Capital One Cup quarter-finals with a 5-1 win over Crystal Palace.

With Sergio Aguero still injured, the spotlight remains on City’s other forwards and Bony set them on the way to a comfortable win at the Etihad Stadium with a fine header.

The lively 19-year-old Iheanacho then got in on the act after Kevin De Bruyne had maintained his recent scoring streak with City’s second.

Yaya Toure added a fourth from the penalty spot and substitute Manu Garcia rounded off a good night’s work with a fifth in stoppage time after a Damien Delaney consolation.

Jurgen Klopp broke his win duck at the fourth attempt as Liverpool beat Bournemouth 1-0 in the Capital One Cup fourth round.

Nathaniel Clyne grabbed the goal as Klopp, who has overseen three draws since taking over as Anfield boss, finally celebrated a victory.

Right-back Clyne grabbed the goal in the 17th minute when a cute backheel by youngster Joao Carlos Teixeira was not properly cleared.

The ball fell kindly to the England international, who had continued his run to the far post to fire home his first Reds goal.

Southampton progressed to the Capital One Cup quarter-finals with a 2-1 victory that added further misery to struggling Aston Villa’s already sorry season.

Despite an often disjointed performance, classy goals from Maya Yoshida and Graziano Pelle proved more than enough to defeat clearly demoralised opposition and to build on the promising form of recent weeks, even amid Scott Sinclair’s stoppage-time penalty.