Coentrao suffered an apparent groin injury in Portugal's match against Germany in the World Cup on Monday, ESPN FC reports.

Coentrao was immediately subbed off after suffering the injury, indicating the severity. It's unclear if he'll miss any time, but Portugal will be in desperate need of his services after Pepe picked up a red card against Germany, banning him from playing against the United States.

Coentrao (thigh) will be unavailable for selection over the next 10 days due to a small muscle injury in his left thigh, according to Marca.

Coentrao's injury could mean he misses the next three games, including a tough away game to Galatasaray in the Champions League. The news certainly couldn't have come at a worse time for Madrid as first-choice left-back Marcelo is also set to miss this weekend’s clash against Villareal, with fellow defender Arbeloa also being rested for the game. This injury sweep at the position could mean new-signing Gareth Bale could begin his Real Madrid career in defence.

Updating previous reports, Coentrao will not join Manchester United on a season-long loan, after the paperwork was not completed in time before the transfer window closed, the Mirror reports.

United were hoping that Coentrao would be a serviceable replacement after they couldn't pry Leighton Baines away from Everton, but it appears that they simply couldn't complete the deal in time. Coentrao has asked for a transfer in the past away from Madrid, so the developments Monday certainly can't make him feel better about his time in Spain. Coentrao has yet to appear for Madrid this season and it's unlikely the failed loan will result in more playing time moving forward.

Manchester United signed Coentrao on loan from Real Madrid on a season-long deal, reports the Daily Mail.

Real Madrid manager Carlo Ancelotti said that Coentrao has officially requested a transfer away from the Bernabeu, Football Espana reports.

Coentrao was linked to Tottenham through a potential deal for Gareth Bale but nothing has happened on that front yet. He will not feature in Sunday's Liga opener against Real Betis and will likely stay in that position until some kind of resolution is reached.

Several European giants figure to do battle for the young Portuguese left back who shined in South Africa, Goal.com reports.

Coentrao's value has gone through the roof based upon his solid play against Brazil and Spain in the World Cup.