At the time of Boshin Civil War, Daijiro crossed into Ezo chi (inhabited area of Ainu, the current Hokkaido) protecting Sadaaki MATSUDAIRA, his lord, together with Tsunekichi MORI, a feudal retainer of the same domain, and others, entered the Shinsengumi under the command of Toshizo HIJIKATA, and joined Hakodate War.
戊辰戦争時、同藩士森常吉などと共に藩主・松平定敬を護衛して蝦夷地へ渡り、土方歳三配下の新選組に入隊して箱館戦争に参戦する。