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Some of the older portable.sets had a 300 ohm balanced antenna mini jack vs the 75 ohm coax type your using. What you probably need is a 1/8" jack with 2 screw terminals labeled 300 ohm then a 300 ohm to 75 ohm antenna balun. I have such a set up I use for a couple of 60s Sony portable sets of mine.
Anothe morer kludgy option would be to plug the jack you have in then rig up something to connect only the center conductor of the coax to the outer barrel of your adapter.
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