dnscrypt-proxy not working properly on MacOS Ventura when installed through brew

[s4dr0t1]

Hi,

I'm on Ventura 13.4 on a device with Apple Silicon and I installed dnscrypt-proxy with the help of home-brew (version 4.0.19).

brew install dnscrypt-proxy
# Installed version is 2.1.4

I made the following changes to the configuration file (/opt/homebrew/etc/dnscrypt-proxy.toml)

listen_addresses = ['127.0.0.1:5355', '[::1]:5355']

Then I set the DNS settings for my Network interface by going to System Settings -> Network -> WiFi -> Details -> DNS and put 127.0.0.1:5355 there (and removed everything else)

Finally, I registered it as a service by running the following:

sudo brew services start dnscrypt-proxy

Yet, after doing all this, when I check for my current DNS servers being used by dnsleaktest, I get the same old stuff (I used Safari)

Any sort of help would be appreciated,
Thank you

[s4dr0t1]

Update: I restored the configuration file to its default (port 53) and reflected the same in DNS settings in the Network tab, and it all started to work just fine.

[jedisct1]

Then I set the DNS settings for my Network interface by going to System Settings -> Network -> WiFi -> Details -> DNS and put 127.0.0.1:5355 there (and removed everything else)

I don't think MacOS allows port numbers to be specified here. Such entries are very likely ignored by the system.

Just put an IP address and use the default port, 53.

[s4dr0t1]

That seems like to be the issue here. As a workaround, I ran dnscrypt-proxy on port 5355 and ran a dnsmasq resolver at port 53, and placed the address of the dnscrypt-proxy inside the dnsmasq configuration and in the network settings, just used the address 127.0.0.1.

Everything works fine now.

# /opt/homebrew/etc/dnsmasq.conf
# DNSCrypt on localhost port 5355
server=127.0.0.1#5355

$ sudo lsof +c 15 -Pni UDP:5355
Password:
COMMAND         PID USER   FD   TYPE             DEVICE SIZE/OFF NODE NAME
dnscrypt-proxy 1369 root    8u  IPv4 0x4af62091a419089f      0t0  UDP 127.0.0.1:5355


$ sudo lsof +c 15 -Pni UDP:53
COMMAND  PID   USER   FD   TYPE             DEVICE SIZE/OFF NODE NAME
dnsmasq 1640 nobody    4u  IPv4 0x4af62091a41be89f      0t0  UDP 127.0.0.1:53