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

[Benjamin Drung]

Interesting discussion outcome in https://salsa.debian.org/cryptsetup-
team/cryptsetup/-/merge_requests/31:

@guilhem pointed me to
https://www.openssl.org/docs/man3.0/man7/OSSL_PROVIDER-
legacy.html#Hashing-Algorithms-Message-Digests – OSSL_PROVIDER-legacy
does not only provide hashing algorithms, but also ciphers (like
blowfish). After that discovery, the code needed to determine if
legacy.so is needed or not will be longer to a point of risking some
breakage in the future. Therefore I will change the patch to include
legacy.so if the initramfs needs to open an encrypted volume.

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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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