The first thing you need to look at if you want to "push feed" with a Mauser style extractor, is if the barrel, at the breech, has a "clearance cut" made to it to allow room for the extractor to move over the rim. This clearance cut needs to be made before any extractor of this type will work.
The proper way to single load like that is to put pressure on the middle of the extractor with the finger tips of your left hand. This will lift the extractor a hair so it can go over the case rim without damage.
That would work if there is enough clearance in the receiver but that method requires strong hands and is awkward IMHO.
I have an old friend that does exactly what you describe and did it as slick and smooth as could be, until last year. He's 75 this year and the Arthritis in his left hand made the procedure impossible.
... or you could just load from the magazine the way it's supposed to be done.
... or you could just load from the magazine the way it's supposed to be done.