The Patent Trial and Appeal Board (PTAB) of the USPTO adjudicates thousands of ex parte appeals each year, requiring the integration of technical understanding and legal reasoning. While large language models (LLMs) are increasingly applied in patent and legal practice, their use has remained limited to lightweight tasks, with no established means of systematically evaluating their capacity for structured legal reasoning in the patent domain. To address this gap, we introduce PILOT-Bench (Patent InvaLidatiOn Trial Benchmark), a dataset and benchmark that aligns PTAB decisions with USPTO patent data at the case level and formalizes three IRAC-aligned classification tasks: Issue Type, Board Authorities, and Subdecision. We evaluate a diverse set of commercial and open-source LLMs and conduct analyses across multiple perspectives, including input-variation settings, model families, and error tendencies. Notably, on the Issue Type task, commercial models consistently exceed 0.75 in Exact Match, whereas the strongest open-source model (Qwen-8B) achieves performance around 0.56, highlighting the substantial gap in reasoning capabilities. PILOT-Bench establishes a foundation for the systematic evaluation of patent-domain legal reasoning and points toward future directions for improving LLMs through dataset design and model alignment. All data, code, and benchmark resources are available at https://github.com/TeamLab/pilot-bench.