Ubuntu 22.04 | libssl.so.1.1: cannot open shared object file: No such file or directory

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I've just updated to Ubuntu 22.04 LTS and my libs using OpenSSL just stopped working. Looks like Ubuntu switched to the version 3.0 of OpenSSL.

For example, poetry stopped working:

Traceback (most recent call last):
  File "/home/robz/.local/bin/poetry", line 5, in <module>
    from poetry.console import main
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/console/__init__.py", line 1, in <module>
    from .application import Application
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/console/application.py", line 7, in <module>
    from .commands.about import AboutCommand
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/console/commands/__init__.py", line 4, in <module>
    from .check import CheckCommand
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/console/commands/check.py", line 2, in <module>
    from poetry.factory import Factory
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/factory.py", line 18, in <module>
    from .repositories.pypi_repository import PyPiRepository
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/repositories/pypi_repository.py", line 33, in <module>
    from ..inspection.info import PackageInfo
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/inspection/info.py", line 25, in <module>
    from poetry.utils.env import EnvCommandError
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/poetry/utils/env.py", line 23, in <module>
    import virtualenv
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/__init__.py", line 3, in <module>
    from .run import cli_run, session_via_cli
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/run/__init__.py", line 11, in <module>
    from ..seed.wheels.periodic_update import manual_upgrade
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/seed/wheels/__init__.py", line 3, in <module>
    from .acquire import get_wheel, pip_wheel_env_run
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/seed/wheels/acquire.py", line 12, in <module>
    from .bundle import from_bundle
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/seed/wheels/bundle.py", line 4, in <module>
    from .periodic_update import periodic_update
  File "/home/robz/.local/share/pypoetry/venv/lib/python3.9/site-packages/virtualenv/seed/wheels/periodic_update.py", line 10, in <module>
    import ssl
  File "/home/robz/.pyenv/versions/3.9.10/lib/python3.9/ssl.py", line 98, in <module>
    import _ssl             # if we can't import it, let the error propagate
ImportError: libssl.so.1.1: cannot open shared object file: No such file or directory

Is there an easy fix ? For example, having libssl.so.1.1 available without having to uninstall OpenSSL 3 (I don't know if it's even possible).

9 Answers

I had the same problem using nodejs in a nvm env. I did not find any deb packages with libopenssl1.1 for ubuntu jammy and finally get to the point I manually installed it :

wget https://www.openssl.org/source/openssl-1.1.1o.tar.gz
tar -zxvf openssl-1.1.1o.tar.gz
cd openssl-1.1.1o
./config
make
make test
sudo make install

Note: The latest openssl version can be downloaded from OpenSSL. The version used above is for example only.

I solved it by:

wget https://www.openssl.org/source/openssl-1.1.1o.tar.gz
cd openssl-1.1.1o
./config
make
make test
sudo make install
find / -name libssl.so.1.1
ln -s /usr/local/lib64/libssl.so.1.1  /usr/lib64/libssl.so.1.1
ln -s /usr/local/lib64/libssl.so.1.1  /usr/lib/libssl.so.1.1
find / -name libcrypto.so.1.1
ln -s /home/ubuntu/openssl-1.1.1o/libcrypto.so.1.1    /usr/lib64/libcrypto.so.1.1
ln -s /home/ubuntu/openssl-1.1.1o/libcrypto.so.1.1     /usr/lib/libcrypto.so.1.1

I've had the issue when upgrading to Ubuntu 22.04.

I use pyenv.

The solution for me was to reinstall the already installed versions of Python:

  • list of installed versions:
    $ pyenv versions
    
  • reinstall every version, eg for 3.9.6:
    $ pyenv install 3.9.6
    
    pyenv: /home/slesage/.pyenv/versions/3.9.6 already exists
    continue with installation? (y/N) y
    Downloading Python-3.9.6.tar.xz...
    -> https://www.python.org/ftp/python/3.9.6/Python-3.9.6.tar.xz
    Installing Python-3.9.6...
    Installed Python-3.9.6 to /home/slesage/.pyenv/versions/3.9.6
    

Resuming all.

Solution for ubuntu 22.04

Env before problem: pyenv -> poetry

Don't try to fix by pyenv, poetry, pip, etc. its ssl lib! Just

wget https://www.openssl.org/source/openssl-1.1.1o.tar.gz
tar -zxvf openssl-1.1.1o.tar.gz
cd openssl-1.1.1o
./config
make
make test      (failed 2 tests)
sudo make install (on this moment you can't install python by pyenv)
sudo find / -name libssl.so.1.1
sudo ln -s /usr/local/lib/libssl.so.1.1  /usr/lib/libssl.so.1.1
sudo find / -name libcrypto.so.1.1
sudo ln -s /usr/local/lib/libcrypto.so.1.1 /usr/lib/libcrypto.so.1.1

now you can install python by pyenv and needed package must work

Download & install libssl1.1

wget http://nz2.archive.ubuntu.com/ubuntu/pool/main/o/openssl/libssl1.1_1.1.1f-1ubuntu2.16_amd64.deb
sudo dpkg -i libssl1.1_1.1.1f-1ubuntu2.16_amd64.deb

Well, luckily I'm using pyenv to manage python versions on my system. I was using python 3.9.10 before, and had a bug with ssl on ubuntu 22.04.

I just removed Python 3.9.10 and installed 3.9.12, made it global, it fixed my problem.

pyenv uninstall 3.9.10
pyenv install 3.9.12
pyenv global 3.9.12

curl -sSL https://install.python-poetry.org | python3 -

As @larsks suggested, just re-installing the environment should be enough (it's not even needed to upgrade the Python version). Reinstall the environment will use currently installed system libs.

I had to replace the local version of poetry by the latest version. First attempt of re-installation asked for python3-venv so that the final two commands were:

sudo apt-get install python3-venv
curl -sSL https://raw.githubusercontent.com/python-poetry/poetry/master/get-poetry.py | python3 -

It is risky to install openssl-1.1.1o on Ubuntu 22.04 as it supports openssl-3.0.2. A more preferable way would be to build and keep the libssl.so.1.1 and libcrypto.so.1.1 libraries away from root and export LD_LIBRARY_PATH as needed.

e.g.,

$ mkdir $HOME/opt && cd $HOME/opt
$ wget https://www.openssl.org/source/openssl-1.1.1o.tar.gz
$ tar -zxvf openssl-1.1.1o.tar.gz
$ cd openssl-1.1.1o
$ ./config && make && make test
$ mkdir $HOME/opt/lib
$ mv $HOME/opt/openssl-1.1.1o/libcrypto.so.1.1 $HOME/opt/lib/
$ mv $HOME/opt/openssl-1.1.1o/libssl.so.1.1 $HOME/opt/lib/

and then

export LD_LIBRARY_PATH=$HOME/opt/lib:$LD_LIBRARY_PATH

as needed. You can also put this export in ~/.bashrc etc files if you need it enabled all the time.

The advantage of this approach is that if you need to remove openssl-1.1.1 from your machine, it is trivial. You can also pick and chose by just using the right LD_LIBRARY_PATH

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