The triphenylphosphine and p-nitophenol are used in the formation of MBH reaction, and the product and these two are soluble in ethylacetate. Triphenylposphine is insoluble in water. How can I separate these two from the MBH product?
Triphenyl phosphine when reacted with sodium halides in organic solvents such as methylene chloride. It gives water soluble phosphonium complexes
The nitrophenol is easily extracted into the water phase by the addition of base. PPh3 can be oxidized to the phosphine oxide by the addition of peroxide; it should then precipitate out rather easily in cold ether or hexane. Just hope your product is soluble in these solvents ;-) you may still need to do chromatography afterwards.
I agree with the first part what Rafael said above. However, making and separating O=PPh3 by the addition of a peroxide can be a problem. Namely, peroxide can kill your product and quantitative crystallization of O=PPh3 is not that easy, not even from hexane. Why don't you use the good donor properties of PPh3 as a ligand. That is, you can adsorbe it from a solution (by coordination) to variety of supported transition metals like Co, Ni, etc (on ion exchange resins, silicas, clays etc. (You could also use the basic character of PPh3 but the addition of an acid is probably not an option due to selectivity of your substrate?)
See for example:http://books.google.hu/books?id=9T5e9EQxRbUC&pg=PA293&lpg=PA293&dq=ion+exchange+of+pph3&source=bl&ots=Yb7-dFp9du&sig=e24XgmtzON8IP0LdnTAaO9wZQ8c&hl=en&sa=X&ei=jychVP-_AqXhywOulIKYBQ&ved=0CC0Q6AEwAg
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