Please suggest the effective removal procedure of HCl from the reaction medium. I have tried to use triethylamine to remove HCl but it is getting difficult to remove the salt because of the high polarity of the product.
This question is a bit too open to answer. Some boundary conditions are further required for a solution.
You may try to dissolve your highly polar product in a solvent like diethyl ether / ethyl acetate and then wash with aqueous sodium bicarbonate solution.
You can try using a polymer bound base that would mop up the acid and would only need filtering off the polymer at the end. A common one is DMA which is a tertiary amine and is normally very cheap to buy.
I use to remove any possible solvent (standardly, by evaporation in vacuum) and evaporate (and re-evaporate several times until success) with ethanol. Of course provided the product sustains ethanol, which should be very probable.
If your compound is soluble in ether, then you can add an organic base (pyridine, TEA, DIPEA). the salt will precipitate and you can decant or filter the salt out.
I assume the problem is that your compound has significant solubility in water. On a small scale, you can pass a solution through an OH- form anion exchange resin to remove HCl, or a mixed bed (H+/OH-) ion exchange resin to remove all ionic species. (Essentially, it's Gajanan's method, but with the insoluble resin there's no worry about the salt being crystalline.) Just stirring the resin with the reaction mixture is usually sufficient, but recovery of the product is better using a column. Solvent should be polar - water and water-methanol are best at swelling and penetrating the resin beads.
This gets expensive for mole-scale reactions, unless you use a (Na+/Cl-) resin, such as those used for water softening and swimming pools. They work just fine, but they leave sodium chloride in your final product. If no other ions are present, you'd get to the same endpoint simply by titrating with NaOH.
Note that the resin will bind all ions, so this is not an option if your product is ionizable in water.
I will suggest the use of pyridine or triethylamine in the reaction so as to trap the HCl as it is produced to form a soluble salt. In alternative, you can wash your product with bicarbonate solution
Thank you members for your kind feedback. My product is solid and soluble in polar solvents like water, methanol, ethanol etc. The problem is that the salt is also polar so it is getting difficult to separate it from the product in usual time and cost effective way. I have used triethylamine to scrub out HCl. It is forming triethylamine.hydrochloride salt which is again polar. If I wash the product with bicarbonate it will form chloride salt on neutralisation. Then how will I separate sodium chloride from my product?? If you can kindly explain!!
Please check whether your compound is soluble in ethyl acetate (EA).
Assuming that your compound is an organic one, you still have an option to drive it out from the aqueous solution into an organic phase. You may try to saturate the aqueous phase by adding sodium chloride.In case Your organic solvent could be ethyl acetate, in case your compound is soluble in it (EA). This may work for you.
Dr. Joy, which solvent are you using for this reaction for it will help members to suggest further possible and cost effective way of isolating your product.
Efficient procedure for non acidic compounds: work up your solution with dry K2CO3. If your compound is acidic, you can wash your solution with NaCl solution or citric acid solution.
If it is possible, aseotropic evaporation of reaction mixture, HCl flyes away with water, benzene or somethung else. If target is soluble in organic phase better than in water, but sensitive to alkaline media, try to wash with citric acid in water, it takes well some admitures like dymethylformamidex which dont' leave irganic layer at all.
If it is possible, aseotropic evaporation of reaction mixture, HCl flyes away with water, benzene or somethung else. If target is soluble in organic phase better than in water, but sensitive to alkaline media, try to wash with citric acid in water, it takes well some admitures like dymethylformamidex which dont' leave irganic layer at all.
If it is possible, aseotropic evaporation of reaction mixture, HCl flyes away with water, benzene or somethung else. If target is soluble in organic phase better than in water, but sensitive to alkaline media, try to wash with citric acid in water, it takes well some admitures like dymethylformamidex which dont' leave irganic layer at all.