Swim is right on the money with wacker O2 all the time, consistent 85% yields, bisulfate test real solid, the works... Until last week
The wacker took a lot longer to sease absorbtion, 30% more time. Hydrolized with 8% HCL for about 1 hour with slight stirring. (Usually swim allows that to sit overnight with the HCL with no stirring, but this time swim was in a rush) Separated, distilled, 84% yield of great yellow looking, right smelling goodness, that fractioned off at 23-26C higher than the starting material.
But on the bisulfate... Well, there was some solid, but the majority of the oil just sat there...WTF ... I was so surprised, that I reran the bisulfate test again, but got the same result.
There are two possible variables:
1. safrole that has been sitting around at RT for a few months has gone bad.
2. The ketone is still a ketal, and was not hydrolized properly.
Anybody?