i bought this one. Will be connected to the compressor via an air hose:
Your connector looks like one of these , where you push the connector onto the valve which is then clamped in place by a small blade that engages with the thread in one place, rather than being screwed onto the whole thread. It should be quick to fit and remove without air loss .
https://www.ebay.co.uk/itm/236633389673?I have only ever seen this type on proper air lines with an air tank, that are able to provide a rapid burst of air at sufficient pressure to open the Schrader valve by itself. Small portable tyre inflators rely on the connector opening the valve.
My little compressor uses a screw- on connector hose. I too have in the past found this type can leak air whilst being unscrewed, but the new one only releases a tiny amount. Maybe the match between the hose and the valve is better than some.
A compressor with tank may be a bit over the top just for inflating tyres. But it gives the opportunity of using range other air tools such as , polishing mops, air wrenches , spray guns etc which are generally cheaper and more efficient than electric ones. I regret selling my old tank air compressor. I sold it several years ago for more than i paid for it new. It sold quickly on ebay ,(buyer collect) , so thats always an option for the future. .