Sodium Hydroxide → HCID 57444205, compound

Participants

Reaction Steps

In some embodiments, the 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol can be generated by hydrolysis of 6-(2,2,2-trifluoroethoxy)benzo[d][1,3]oxathiol-2-one and used in the aforementioned step without isolation in a solid form. In one embodiment, the 6-(2,2,2-trifluoroethoxy)benzo[d][1,3]oxathiol-2-one can be hydrolyzed with aqueous sodium hydroxide to afford 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol. In an exemplary embodiment, the 6-(2,2,2-trifluoroethoxy)benzo[d][1,3]oxathiol-2-one dissolved in degassed THF can be hydrolyzed by addition of degassed aqueous sodium hydroxide; subsequently, the reaction can be quenched with acid and the resultant 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol can be obtained in organic solution. In some aspects, the 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol can be obtained in organic solution by partitioning the solvent mixture with degassed MTBE, extracting the remaining aqueous solution with degassed MTBE, and combining the organic layers containing 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol. The 5-(2,2,2-trifluoroethoxy)-2-mercaptophenol dissolved in the organic solution (THF/MTBE) can be used directly in the ring forming reaction without isolation.

Provenance & Evidence