Short answer - no. Only country to have done it is Greenland (population at the time: 53,000... same as Bootle or Canterbury) - https://getthebrexitfacts.wordpress.com/2016/03/13/they-left-the-eu/ It took Greenland (a country of 53,000 people) 3 years to extricate themselves with an exit agreement (The Greenland Treaty) which was finalised in February 1985. Not long after, Greenland Prime Minister Kuupik Kleist said life is good outside the EU. He has free access to the European markets for his exports of fish, he says. But what about other exported goods? He pauses, then laughs. “We don’t export anything else but the fish.” 3 years!!! The UK has a population more than one thousand times larger, and exports more than 4,500 different product nomenclature to the EU. Make no mistake, it is going to be longer than the 2 years allowed in Article 50 folks for Brexit.