A 51-year-old man with thoracoabdominal aortic aneurysm (DeBakey IIIb type chronic aortic dissection) first underwent the graft replacement of thoracic aorta with elephant trunk technique. Postoperatively, the residual false lumen just distal to the inserted graft as an elephant trunk enlarged in a short period, and it compressed the esophagus. He underwent the second graft replacement of thoracoabdominal aorta 2 months after the first surgery. Just after the second surgery, he had the esophageal rupture probably because of direct damage due to the enlarged aneurysm and loss of the arterial blood supply due to the graft replacement. He died of bleeding from the distal anastomosis because of the uncontrolled graft infection. It may have to be kept in mind that the esophageal rupture after the graft replacement could be one of the reason of the graft infection when the aortic aneurysm severely compressed the esophagus preoperatively.