It is just a gravity drain. There shouldn't be any crankcase pressure to force the oil out, unless you have excessive blow-by. Clean real well, coat with silicone RTV and wrap that w/ self-fusing silicone tape. "Should work". If you do need to change the grommet, I doubt you could do it well without dropping the lower oil pan. You then use a correct-sized socket to push the grommet out from below.

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1984 & 1985 CA 300D's
1964 & 65 Mopar's - Valiant, Dart, Newport
1996 & 2002 Chrysler minivans