Ruby

openssl smime -encrypt -des3 -in <file> <pem file>

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OpenSSL SMIME encrypt file using PEM containing a certificate. Ruby

require 'chilkat'

success = false

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

# Load the cert from a PEM file.

pem = Chilkat::CkPem.new()
# Our particular PEM was not encrypted, so we pass an empty password.
# Also, a private key is not needed for encryption.  The PEM used to test this example
# happens to have a private key, but it's not actually used.
success = pem.LoadPemFile("qa_data/openssl/rsaCertAndKey.pem","")
if (success == false)
    print pem.lastErrorText() + "\n";
    exit
end

if (pem.get_NumCerts() == 0)
    print "PEM does not contain any certificates." + "\n";
    exit
end

# cert is a CkCert
cert = pem.GetCert(0)
if (pem.get_LastMethodSuccess() == false)
    print pem.lastErrorText() + "\n";
    exit
end

# -------------------------------------------------------------------------------------
# Duplicate this OpenSSL command:   openssl smime -encrypt -des3 -in <file> <pem file>
# -------------------------------------------------------------------------------------
crypt = Chilkat::CkCrypt2.new()
success = crypt.SetEncryptCert(cert)
if (success == false)
    print crypt.lastErrorText() + "\n";

    exit
end

crypt.put_CryptAlgorithm("PKI")
crypt.put_Pkcs7CryptAlg("3des")
crypt.put_KeyLength(168)

# Load the file to be encrypted.
bd = Chilkat::CkBinData.new()
success = bd.LoadFile("qa_data/openssl/hello.txt")
if (success == false)
    print "Failed to load the input file." + "\n";
    exit
end

# Encrypt.
success = crypt.EncryptBd(bd)
if (success == false)
    print crypt.lastErrorText() + "\n";
    exit
end

# The openssl smime -encrypt command produces encrypte MIME such as this:

# MIME-Version: 1.0
# Content-Disposition: attachment; filename="smime.p7m"
# Content-Type: application/x-pkcs7-mime; smime-type=enveloped-data; name="smime.p7m"
# Content-Transfer-Encoding: base64
# 
# MIICzwYJKoZIhvcNAQcDoIICwDCCArwCAQAxggF8MIIBeAIBADBgMEoxCzAJBgNVBAYTAlVTMRYw
# FAYDVQQKEw1MZXQncyBFbmNyeXB0MSMwIQYDVQQDExpMZXQncyBFbmNyeXB0IEF1dGhvcml0eSBY
# MwISA9Nqgb1dH/XTDNeKzN1nR85iMA0GCSqGSIb3DQEBAQUABIIBAIQqPexjxWovgxwKV/r3HL/U
# EP9Yozvz5hBeX5VvRZjKSi4FRw5wapElPK+4FB82hiAR9Mi3c16PvPSVkJv3l78Mv5uaaOs/OmUz
# mIHFB6Z+l2E52BDmUVWJZTQ09vdWy6+NIRlg2R9Z1NkmZ4BZCJk6mHB/Yx03IaOxK8LnwieDMthM
# SvxbhJnIOISN7k7ofs+/0vTXUpdQ+tlmwyVySMGQ6VMk+z4sqZJ2stacqCPtt/aiSwJ9p0OKmihf
# 3KDJceXJtavIQeA97yz1LqPvle35mmd5sBhV9qQYdTV/KJ+YM5uEZ9BHYbvMJbADFHwKzhcEY3qA
# 7T9acmEsb7NycOIwggE1BgkqhkiG9w0BBwEwFAYIKoZIhvcNAwcECERX/ZoHweSkgIIBEMmCMx49
# zjVAnGqRaBbvzQT1hg0uQSxIJjxMxC+HSuM+eY9oSOsbrw4uIijHKH9NdOpeDsdRzg2z5EBM7AlP
# Ht9DyPW5C2deV6RPX4F8gyExz+JUXrd+3Yb3AKTdpDkTWDmNCeO0r/YSqp518+mfU5hG8e336u51
# HAM44FeknA8oThWsD/wUB1e8vzsatK4UXW/KSu/166V7z+VT86kd+IHa7t60U9Yp0ZXgcM5Pb5Ni
# 69Qc5MKPzom2801H5UR/WjCgsxOIjOj49sKisjRy79skrJzxY5ZG05T0dKn6KC3TjRpIEEeOyhCd
# Nm2Y7dcW8GLMepdhWay5vePmQxmvmhbAtBprIem14NcrYeG6D5wP

# We have the body in bd
# Construct the header and base64 body...
sbEncryptedMime = Chilkat::CkStringBuilder.new()

sbEncryptedMime.AppendLine("MIME-Version: 1.0",true)
sbEncryptedMime.AppendLine("Content-Disposition: attachment; filename=\"smime.p7m\"",true)
sbEncryptedMime.AppendLine("Content-Type: application/x-pkcs7-mime; smime-type=enveloped-data; name=\"smime.p7m\"",true)
sbEncryptedMime.AppendLine("Content-Transfer-Encoding: base64",true)
sbEncryptedMime.AppendLine("",true)
sbEncryptedMime.AppendLine(bd.getEncoded("base64_mime"),true)

# Show the result.
print sbEncryptedMime.getAsString() + "\n";

# or save to a file..
success = sbEncryptedMime.WriteFile("qa_output/encryptedMime.txt","utf-8",false)