He fought for the Union side at the Battle of Malvern Hill on July 1, 1862 and was captured and imprisoned at Fort Delaware.
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Commissioned as a first lieutenant, he would ultimately be promoted to Captain and served as an aide to Brig. Gen. George W. Taylor during the 1862 Peninsula Campaign, where he contracted typhoid and was confined to a hospital ship shortly after the Battle of Malvern Hill.
Assigned to the Army of Northern Virginia, Ripley's Brigade participated in the battles of Mechanicsville, Gaines Mill, and Malvern Hill during the Peninsula Campaign.