The present subject matter relates to a process for separating compound (I) from a mixture comprising compound (I). The present subject matter also relates to a process for separating compound (I) from a mixture comprising compound (I) and compound (II).

A method for decomposing a phenolic by-product generated in a phenol preparation process, the method including: adding a phenolic by-product stream, a decomposition apparatus side discharge stream, and process water to a mixing apparatus and mixing the phenolic by-product stream, the decomposition apparatus side discharge stream, and the process water; adding a mixing apparatus discharge stream discharged from the mixing apparatus to a phase separation apparatus and phase-separating the mixing apparatus discharge stream into an oil phase and an aqueous phase; feeding an oil phase stream discharged from the phase-separation apparatus and discharged to a decomposition apparatus and decomposing the oil phase stream; and circulating the decomposition apparatus side discharge stream discharged from the decomposition apparatus to the mixing apparatus.

A method for decomposing a phenolic by-product generated in a phenol preparation process, the method including: adding a phenolic by-product stream, a decomposition apparatus side discharge stream, and process water to a mixing apparatus and mixing the phenolic by-product stream, the decomposition apparatus side discharge stream, and the process water; adding a mixing apparatus discharge stream discharged from the mixing apparatus to a phase separation apparatus and phase-separating the mixing apparatus discharge stream into an oil phase and an aqueous phase; feeding an oil phase stream discharged from the phase-separation apparatus and discharged to a decomposition apparatus and decomposing the oil phase stream; and circulating the decomposition apparatus side discharge stream discharged from the decomposition apparatus to the mixing apparatus.

Provided is a method for producing a deuterated aromatic compound and a deuterated reaction composition. The method includes performing a deuterated reaction of an aromatic compound including one or more hydrocarbon aromatic rings using a solution comprising heavy water, an organic compound which can be hydrolyzed by the heavy water, the aromatic compound, and an organic solvent. The method has an advantage in that impurities due to hydrogen gas are not generated, the deuterium substitution rate is high, and the deuterated reaction can be performed under a lower pressure and a lower temperature.

Provided is a method for producing a deuterated aromatic compound and a deuterated reaction composition. The method includes performing a deuterated reaction of an aromatic compound including one or more hydrocarbon aromatic rings using a solution comprising heavy water, an organic compound which can be hydrolyzed by the heavy water, the aromatic compound, and an organic solvent. The method has an advantage in that impurities due to hydrogen gas are not generated, the deuterium substitution rate is high, and the deuterated reaction can be performed under a lower pressure and a lower temperature.

Described is a method of selectively isolating non-rigid structure meroterpenes (for example, cannabidiolic acid) from a complex matrix that may also contain rigid structure meroterpenes (for example, THCa), comprising selectively precipitating the non-rigid structure meroterpenes in the form of a triethylamine salt complex by adding triethylamine; isolating the triethylamine salt complex from the mother liquor; then heating the triethylamine salt complex to vaporize the triethylamine, leaving an isolated neutral non-rigid structure meroterpene. In certain embodiments, the starting product is a cannabis resin that has been solubilized in, for example, d-limonene.

Described is a method of selectively isolating non-rigid structure meroterpenes (for example, cannabidiolic acid) from a complex matrix that may also contain rigid structure meroterpenes (for example, THCa), comprising selectively precipitating the non-rigid structure meroterpenes in the form of a triethylamine salt complex by adding triethylamine; isolating the triethylamine salt complex from the mother liquor; then heating the triethylamine salt complex to vaporize the triethylamine, leaving an isolated neutral non-rigid structure meroterpene. In certain embodiments, the starting product is a cannabis resin that has been solubilized in, for example, d-limonene.

A method is disclosed for treating a residual stream from bisphenol manufacture, wherein the residual stream comprises unreacted phenols, bisphenol isomers, trisphenols, organic sulfides and water. The method comprises contacting at least a portion of the residual stream or a reaction product thereof with an acidic catalyst under conditions sufficient to allow acid-catalyzed hydrolysis of organic sulfides in the residual stream to the corresponding thiols and produce an effluent stream, and then distilling at least a portion of the effluent stream to recover distillate products comprising phenols and thiols and produce a bottoms product comprising bisphenol isomers and trisphenols, and having a lower content of organic sulfides than the residual stream.

A method is disclosed for treating a residual stream from bisphenol manufacture, wherein the residual stream comprises unreacted phenols, bisphenol isomers, trisphenols, organic sulfides and water. The method comprises contacting at least a portion of the residual stream or a reaction product thereof with an acidic catalyst under conditions sufficient to allow acid-catalyzed hydrolysis of organic sulfides in the residual stream to the corresponding thiols and produce an effluent stream, and then distilling at least a portion of the effluent stream to recover distillate products comprising phenols and thiols and produce a bottoms product comprising bisphenol isomers and trisphenols, and having a lower content of organic sulfides than the residual stream.

A method is disclosed for treating a residual stream from bisphenol manufacture, wherein the residual stream comprises unreacted phenols, bisphenol isomers, trisphenols, organic sulfides and water. The method comprises contacting at least a portion of the residual stream or a reaction product thereof with an acidic catalyst under conditions sufficient to allow acid-catalyzed hydrolysis of organic sulfides in the residual stream to the corresponding thiols and produce an effluent stream, and then distilling at least a portion of the effluent stream to recover distillate products comprising phenols and thiols and produce a bottoms product comprising bisphenol isomers and trisphenols, and having a lower content of organic sulfides than the residual stream.