Rotterdam, The Netherlands (SportsNetwork.com) - Former champion Andy Murray was unable to get past Gilles Simon, while second seed Milos Raonic and reigning titlist Tomas Berdych successfully reached the semifinals at the $1.825 million World Tennis Tournament.

An eighth-seeded Simon subdued the top-seeded Murray 6-4, 6-2 at Ahoy Rotterdam, where Murray titled back in 2009. Simon hadn't beaten Murray since 2007, having lost 12 straight against the British star.

Murray was fresh off his run to the Australian Open final last month.

The Canadian slugger Raonic capped Day 5 with a 2-6, 6-3, 6-4 come-from-behind victory over Ukrainian Sergiy Stakhovsky. Up next for the big-serving Raonic will be fourth-seeded former Aussie Open champ Stan Wawrinka, who stopped Luxembourg left-hander Gilles Muller 7-6 (7-3), 6-3.

The third-seeded Berdych, meanwhile, doused former top-10 star Gael Monfils 6-1, 6-4, including a brisk 23-minute first set.

"The score may give the impression it was an easy victory, but it was a tough fight," said Berdych, who injured his wrist after taking a nasty spill during the match. "I really had to go all out."

Berdych, who beat reigning U.S. Open champ Marin Cilic in last year's Rotterdam finale, will meet Simon in Saturday's other semi.

The 2015 Rotterdam champ will earn $405,000.