Can Windows Server 2008 be upgraded to 2008 R2?



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In the previous chapter of Windows Server 2008 R2 Essentials we looked at performing a clean installation of Windows Server 2008 R2. Whilst this approach is acceptable in some instances, it is probably more common that Windows Server 2008 R2 will be installed as an upgrade to a previously installed version of Windows.

In this chapter the steps involved in performing an upgrade to Windows Server 2008 R2, together with supported upgrade paths will be covered in detail.

Contents


Contents

  • 1 Windows Server 2008 R2 Upgrade Paths
  • 2 How an Upgrade to Windows Server 2008 R2 Works
  • 3 Performing the Upgrade
  • 4 Windows Server 2008 R2 Compatibility Report
  • 5 Accessing the Command Prompt during Installation

Windows Server 2008 R2 Upgrade Paths

Before performing an upgrade to Windows Server 2008 R2 the key prerequisite is that the currently installed operating system provides an upgrade path to the chosen edition of Windows Server 2008 R2. Whilst it was possible to upgrade to the original version of Windows Server 2008 from a somewhat wide range of older operating systems, the upgrade options provided by the R2 version are considerably more limited. In fact, Windows Server 2008 R2 may not be upgraded from any of the following operating systems:

Windows® 95, Windows 98, Windows Millennium Edition, Windows XP, Windows Vista®, Windows Vista Starter, or Windows 7, Windows NT® Server 4.0, Windows 2000 Server, Windows Server 2003 RTM, Windows Server 2003 with SP1, Windows Server 2003 Web, Windows Server 2008 R2 M3, or Windows Server 2008 R2 Beta, Windows Server 2003 for Itanium-based Systems, Windows Server 2003 x64, Windows Server 2008 for Itanium-based Systems, Windows Server 2008 R2 for Itanium-based Systems

In fact, it is only possible to upgrade from Windows Server 2008 to Windows Server 2008 R2 and even then with the following restrictions:

  • Only 64-bit Windows Server 2008 based systems may be upgraded to Windows Server 2008 R2
  • The upgrade can only be performed to the same or higher level edition of the operating system.

For example, it is possible to upgrade from a 64-bit Windows Server 2008 Standard to Windows Server 2008 R2 Standard, Enterprise or Datacenter editions. It is not, however, possible to upgrade from Windows Server 2008 Enterprise to Windows Server 2008 R2 Standard (since this constitutes a downgrade in functionality).

Can Windows Server 2008 be upgraded to 2008 R2?

How an Upgrade to Windows Server 2008 R2 Works

During the Windows Server 2008 R2 upgrade process the files, folders and applications associated with the previously installed Windows version are relocated to a windows.old folder and all user settings stored. Once this task is complete, a clean installation of the new operating system is performed and the saved user settings migrated to the new environment. Upon completion of a successful upgrade the Windows Server 2008 R2 system will include all applications, settings and user files from the previous operating system installation.


Performing the Upgrade

WIN28BOX An upgrade to Windows Server 2008 R2 can only be performed by launching the installation process from within the currently installed operating system. In other words, it is not possible to perform an upgrade by booting from the installation media. To initiate the upgrade process, therefore, boot the existing Windows installation (if not already running), log into an account with administrative privileges and insert the installation DVD. If the system is configured to do so, the setup process on the DVD will autorun once it is mounted displaying the Windows Server 2008 R2 installation screen:


Can Windows Server 2008 be upgraded to 2008 R2?


From this screen the installation may be started by clicking on the Install now button. Alternatively, the What To Know Before Installing Windows link will provide information of system requirements and advice about issues such as application and driver compatibility. Clicking on Install now proceeds to the next screen. If the setup program detects an internet connection on the host operating system the next screen displayed will provide the option to have the installation process download any available updates and incorporate them into the installation. The recommended course of action at this point is to accept the default here and install the latest updates:


Can Windows Server 2008 be upgraded to 2008 R2?


After Setup has searched for, and downloaded any available updates operating system selection screen will appear as follows:


Can Windows Server 2008 be upgraded to 2008 R2?


Select the desired edition and click Next to proceed.

Read and agree to the license terms and proceed to the next screen where the options to upgrade or perform a clean installation are provided. If the installer was invoked by booting from the DVD, or the host operating system is not suitable for upgrade only the clean installation option will be provided.

Windows Server 2008 R2 Compatibility Report

Assuming that the installation was launched from within a compatible operating system, the Upgrade option will be provided. Click on this option to proceed and carefully read the Compatibility Report to get information about any potential problems that may be encountered after the upgrade. Having read the report click Next to proceed.

At this point the installation will begin and continue until completed.

Accessing the Command Prompt during Installation

At any point during the setup process (except when the installation is actually being performed) Shift+F10 may be pressed to gain access to the command-prompt. From within this command prompt window most of the standard Windows Server 2008 R2 command-line tools are available allowing tasks to be performed that might otherwise not be possible from within the setup interface. A full list of available commands and respective descriptions can be found in the chapter entitled Windows Server 2008 R2 Command-line Tools.

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Can I upgrade Server 2008 to R2?

"Windows Server 2008 R2 Standard cannot be upgraded to Windows Server 2012 R2 Standard Evaluation (server with a graphical user interface). ......." is what we get when we do the upgrade!

Can you upgrade Server 2008?

Upgrade path You will need to perform two in-place upgrade processes. Since you can't perform an in-place upgrade directly from Windows Server 2008/2008 R2 to Windows Server 2019, you have to first upgrade to Windows Server 2012 R2 and then perform an in-place upgrade to Windows Server 2019.

Is Windows Server 2008 and Windows Server 2008 R2 the same?

Server 2008 has the same kernel as Vista and is available for both 32 and 64 bit platforms. Server 2008 R2 has the same kernel as Windows 7 x64 and is available only for 64 bit platforms. A UNIVERSE without WINDOWS is CHAOS ! This posting is provided "AS IS" with no warranties or guarantees and confers no rights.

What is the difference between 2008 and 2008 R2?

Server 2008 version had both 32 bit and 64 bit releases, however Server 2008 R2 started with migrating to completely 64 bit operating system releases for better performance and scalability, and Server 2012 completely is a 64 bit operating system.