Box 1: 2 -
There are 10 update domains. The 14 VMs are shared across the 10 update domains so four update domains will have two VMs and six update domains will have one VM. Only one update domain is rebooted at a time. Therefore, a maximum of two VMs will be offline.
Box 2: 7 -
There are 2 fault domains. The 14 VMs are shared across the 2 fault domains, so 7 VMs in each fault domain. A rack failure will affect one fault domain so 7 VMs will be offline.
Reference:
https://docs.microsoft.com/en-us/azure/virtual-machines/windows/manage-availability