I frequently use the MS Print to PDF option, I have noticed it hasn’t worked recently. After researching this and doing some of my own troubleshooting I have found that I cannot print a PDF using MS Print to PDF to any drive mapped to Office365 One Drive. A few examples are below:
1. Printed an Excel file to a PDF file in my Documents folder (mapped to Office365 One Drive) – failed no file created
2. Printed an Excel file to a PDF file on my Desktop (mapped to Office365 One Drive) – failed no file created
3. Printed a web page to a PDF file on my Desktop (mapped to Office365 One Drive) – failed no file created
4. Printed an Excel file to a PDF file in my Music folder (not mapped) – success file created
5. Printed a web page to a PDF file in my Pictures folder (not mapped) – success file created
Interesting - the researching continues...