Easy way to see if the extractor works for your car is to use it and then pull the drain plug ... if very little oil comes out you're good to go .
If you're going to check the operation as you describe, why bother with the extractor?

Yup. Oil extraction is great, if an engine was designed with it in mind.
How do we know if it was or wasnt?
I am planning on buying an oil extractor for my GTI. With the extractor I would not have to go under my car at all. My car holds 5qts of oil, so I will just know if I get close to that out, then I am good.
Jeff
Do these 2 tests:
1. Drain old oil via drain plug, reinstall drain plug after finish, using oil extractor to see if you can siphon any more oil via dipstick tube.
2. Use oil extractor to siphon oil via dipstick tube until it's done, remove drain plug to see if any oil coming out of it.
If you get some oil with test 1 and no oil in test 2, then the engine is designed with an oil extractor in mind. Someone in a MB forum tested both methods in a 2000 E-Class and the result was oil extractor did better than drain plug.
I believe Mercedes-Benz dealers using oil extractor(much more expensive than average DIY can buy) to do oil change.