Contrary to science fiction tropes, it takes more than a drop from one atmosphere to vacuum to do it. But it’s happened: Byford Dolphin Diving Bell Accident
Came across this while looking for information on the effects of the more likely 1-to-0 atmospheres depressurization for a scene in Ghosts of Tharsis. (Not really a spoiler, since you won’t see it coming.) It’s both horrifying and fascinating at the same time, and coincidentally led me to an account of the Piper Alpha disaster, which also has some bearing on events in the book.