As far as I know the addition of KOH to methanol should be made slowly because of the large heat release.
Besides the presence of water may not be desirable because the methanolate tends to decompose back into KOH and methanol.
It seems that if the temperature is kept all along by jacket, or coil, cooling, at 50 deg C practically no methanol should vaporize: you'd need about 70 deg C to vaporize methanol at atmospheric pressure. And the question again is what would the speed of the reaction be at 50 deg C.
To get information on the heat released by the reaction, and the reaction speed, it would be logical to try asking Degussa AG, who, with their two plants in Germany, is considered one of the biggest continuous producer of methoxylates (for bio-diesel production).
Good luck.