Genesis 44:29

And if ye take this also from me, and mischief befall him, ye shall bring down my gray hairs with sorrow to the grave.

Cross-reference

Genesis 44:31 repeats the same phrase verbatim — Judah warns that Benjamin's absence will bring their father's gray hairs to Sheol.

In Genesis 42:36, Jacob laments that all things are against him — the same despair over losing Joseph and now Benjamin that Judah echoes here.

Genesis 42:38 has Jacob refusing to send Benjamin, using identical words: gray hairs brought down to Sheol in sorrow.

Genesis 37:35 has Jacob vowing to go down to Sheol mourning Joseph — the same expression of grief that underlies Judah's fear for Benjamin.