This article is the result of the extension project entitled Literary Window: The Library in Prison Context, which seeks to assess the challenges and Library deployment possibilities within the prison system. Therefore, the extension action is running in the State Penitentiary of Rio Grande (PERG), which is being implemented a library whose purpose is to provide reading for prisoners, aiming to provide substrate for the Youth and Adult Education, a Covenant between the prison administration and the Bureau of Education in Rio Grande. The difficulties to achieve the goal, since the bureaucracy surrounding the prison relations to execution of the project, served as parameters to understand that in the prison rules change the librarians theories of what is established as correct application of proper technique. Therefore it is necessary to adapt and often reinvent patterns of action, considering that it comes to users with its specificities. This reality affects the planning of libraries itself, requiring greater flexibility in meeting and forms of interaction between librarians and users incarceration situation. It concludes that although it is a challenge to library deployment in prison can lead to the detainee to read and turn it into a tool within the prison system, in that it can help managers to program educational spaces where inmates channel their energy and find alternatives to expand their formal education, setting up, in this way, better able to return to extramural society, in addition to changing the intramural routine.