Zverev, but lost to Julien Benneteau in the first round. Dolgopolov continued to the 2010 Mutua Madrileña Madrid Open, where he qualified to get into the tournament. In the first round, he beat Andreas Seppi, but in the second round lost to eventual champion Rafael Nadal in straight sets. At the 2010 French Open, he beat Arnaud Clément in a long five-setter. Dolgopolov upset 12th seed Fernando González in straight sets. This was the biggest win in his career and best showing at a Grand Slam up to that point. In the third round, he lost to Nicolás Almagro. Dolgopolov started off his grass-court season seeded seventh at the Aegon International, with wins over Jamie Baker, Lu Yen-hsun, and James Ward, before falling to Michaël Llodra in the semifinals, despite being 4–1 up in the second set. Dolgopolov defeated Marco Chiudinelli in the first round of the 2010 Wimbledon Championships. He put on a solid performance against Jo-Wilfried Tsonga in the second round, but ultimately succumbed to the Frenchman in five sets. 2011: Australian Open quarterfinal, first ATP title, top 20 debut, US Open fourth round, top 15 year-end ranking Dolgopolov began 2011 at the Medibank International in Sydney, where he won the first two rounds over Bernard Tomic and top-seeded Sam Querrey, and later lost to the eventual champion, Gilles Simon, in the quarterfinals. At the 2011 Australian Open, Dolgopolov had his best showing at a Grand Slam thus far, reaching the quarterfinals. He beat Mikhail Kukushkin and Benjamin Becker in the first two rounds, then avenged his defeat to Jo-Wilfried Tsonga at The Championships, Wimbledon in 2010, in five sets. He went on to beat world no. 4 Robin Söderling in the fourth round, reaching his first Major quarterfinal. In the quarterfinals, he lost to Andy Murray, the fifth seed, in four sets. Dolgopolov next hit the clay courts of Latin America. He entered the 2011 Brasil Open in Costa do Sauípe as the fourth seed, receiving a first-round bye. He defeated Rubén Ramírez Hidalgo in the second round. He then beat Potito Starace in the quarterfinals and crushed home-town favourite Ricardo Mello to enter his first ATP tour final. He was defeated by the top seed, world no. 13 Nicolás Almagro in two sets. Dolgopolov then headed to Buenos Aires to play in the 2011 Copa Claro as the seventh seed. He suffered a surprising first-round defeat