[Bug 1979159] Re: Cannot unlock encrypted root after upgrading to 22.04

[Brian Murray]

It'd be helpful to get some clarification as to how and which release
people initially installed Ubuntu. Thanks!

To test this I installed an Ubuntu 20.04 LTS desktop using ubiquity and
choose LVM and encryption. I then upgraded the system to Ubuntu 22.04
LTS and did not encounter an error unlocking the encrypted root
partition.

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https://bugs.launchpad.net/bugs/1979159

Title:
  Cannot unlock encrypted root after upgrading to 22.04

Status in cryptsetup package in Ubuntu:
  Confirmed
Status in cryptsetup source package in Jammy:
  Confirmed
Status in cryptsetup source package in Kinetic:
  Confirmed

Bug description:
  After upgrading to Ubuntu 22.04 with an encrypted root filesystem, the
  root drive can no longer be unlocked at the "Please unlock disk
  <diskname>" prompt on boot.

  The encrypted root disk can be unlocked fine from the liveCD, but not
  from the initramfs environment on boot.

  The issue is caused by support for various luks encryption protocols
  now being missing from the initramfs environment due to changes
  introduced in OpenSSL 3.0 and Ubuntu pre-release testing not including
  a test-case of upgrading older Ubuntu versions with an encrypted root
  to the new version.

  The issue can be worked-around by:
  1.  Booting from the 22.04 liveCD.
  2.  chrooting into the target system's root.
         See https://help.ubuntu.com/community/ManualFullSystemEncryption/Troubleshooting
  3.  Creating a file /etc/initramfs-tools/hooks/custom-add-openssl-compat.conf containing:
  ---
  . /usr/share/initramfs-tools/hook-functions
  copy_exec /usr/lib/x86_64-linux-gnu/ossl-modules/legacy.so /usr/lib/x86_64-linux-gnu/ossl-modules/
  ---
  4.  Mark the file as executable: chmod +x /etc/initramfs-tools/hooks/custom-add-openssl-compat.conf
  5.  Regenerating the initramfs.  ie. update-initramfs -k all -u

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