A packed-out away end watched Boro come from behind twice after Adam Reach cancelled out Jordan Rossiter’ opener.
Liverpool retook the lead through Suso in extra-time before a Patrick Bamford penalty in the 120th minute resulted in a memorable shootout which Liverpool won 14-13.
Scroll down and flick through our gallery to see who played that night and where they are now:
13. Sub: Jelle Vossen
The striker returned to Belgium in 2015 after a brief spell at Burnley. Vossen, 31, spent five years at Club Brugge before moving to Zulte Waregem in June after his contract expired. Photo: Jan Kruger
14. Sub: Patrick Bamford
Following several loan spells and a return to Boro, Bamford is finally receiving a chance to prove himself in the Premier League with Leeds. The 27-year-old has scored in both of the Whites' league games so far this season. Photo: Alex Livesey
15. Manager: Aitor Karanka
The Spaniard returned to management this summer when he was appointed at Birmingham City in July. Photo: Getty Images