The drop was a sign that low prices were continuing to keep drillers away from the well pad, signaling lower production over the next several months.
But while U.S. output is declining, global supplies of crude and refined oil products continue to grow, testing storage capacity and hammering oil company results.
This is prompting oil bears to argue that price rallies, such as Wednesday's, cannot be sustained.
"Looking at the bigger picture, there is still lots of oil in the United States," PVM Oil Associates analyst Tamas Varga said. "We should see a softer market in the coming days."
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Others are not so sure.
"Although providing fundamental rationale for a 6 percent single day advance remains challenging, we are conceding to a significant improvement in the short term chart picture and a need to lift pricing in order to attract fresh selling," said Jim Ritterbusch of Ritterbusch & Associates, an oil consultancy in Chicago.
A Reuters survey was supportive to the market, showing that Saudi Arabia and Iraq pumped less oil in October than African nations in OPEC, pushing the producer group's output down from near record highs.
Chinese government data also showed the country was doubling crude oil import quotas for 2016.
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The U.S. will deploy a small number of special operations forces to Syria to serve in an advisory role, NBC News reported on Friday. The troops would be stationed in northern Syria and work with groups with a proven track record of fighting ISIS, an official told NBC News.
Markets largely shrugged off the news, said John Kilduff, founding partner at Again Capital.
"We've been hearing rumors of this for some time," Kilduff told CNBC. "It doesn't sound like a game-changer to me."
However, conflict escalation in Syria could eventually weigh on oil prices, Roberto Friedlander, head of equity trading and sales training at Brean Capital said.
"The key risk is to the infrastructure in Syria," he said. "There are a number of pipelines that crisscross Syria and go all the way from Saudi Arabia up north into Turkey [and] through Syria and Iraq."
"The key is that, if any of these ... pipelines are hit by any of the multiple parties that are in the area ... there's a real geopolitical risk," he said.
—CNBC's Tom DiChristopher contributed to this story.