I would imagine a Kenko would fit, but you would be looking at your 55-250 becoming an f/8 - f/11 i think so would be manual focus only. The image quality would get hammered as well, the Canon 2x pretty much hammers the 70-200 2.8 in IQ (i know as ive tried).
If you could be borrow one give it a try but i doubt you'll like the results, what were you planning on shooting with it?