MARSEILLE, France — Top-seeded Milos Raonic of Canada was knocked out of the Open 13 in his first match on Thursday after a shock 6-4, 3-6, 7-6 (3) second-round loss to Simone Bolelli, who recorded the biggest win of his career.
Raonic, who had a first-round bye, hit 21 aces to Bolelli’s seven but converted just one of eight break point opportunities.
"There were many close games, but I couldn’t make the most of my chances," Raonic said. "I served better as the match went on, but he made it through when it mattered the most."
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Bolelli broke the longest losing streak against top-10 opponents in the Open era, with his first victory after 35 defeats.
The Italian faces seventh-seeded Gael Monfils of France in the quarterfinals.
Third-seeded Ernests Gulbis of Latvia was eliminated in a 6-3, 6-4 defeat to Frenchman Jeremy Chardy.
Chardy has another difficult test, against compatriot Gilles Simon, after the fifth-seeded player beat Borna Coric 6-2, 3-6, 6-3.
No. 2 Stan Wawrinka is now the highest-ranked player in the tournament after the Swiss player eased past wild card Benoit Paire of France 6-2, 6-3 in less than an hour.
Wawrinka, who has won more matches than any other player on the circuit this year, moved to a 15-1 record as he booked a quarterfinal match against Sergiy Stakhovsky.
Another seeded player, No. 6 David Goffin of Belgium, retired with a rib injury when losing 5-1 to Austria’s Dominic Thiem.
The 21-year-old Thiem next plays Roberto Bautista-Agut.