i just want to couple dopamine with ferrocence carboxylic acid.So could any body tell me about the condition of temperature ,solvent and catalyst for a good yield.?
My suggestion is to convert ferrocene carboxylic acid into its chloride derivative by using thionyl chloride SOCl2 (simply: R-COOH → R-CO-Cl).
The acid chloride will react with the amino group in dopamine at room temperature or below favorably over the 2 acidic phenol groups. You do not need heating or catalysis. The use of a mild basic solvent "to scavenge HCl" is the norm when RCOCl is reacted with H2N-R' and the yield of the amide is usually a good one.
React Ferrocence carboxylic acid. with thinyl chloride or PCl5 to form acyl chloride , then stirr acyl chloride with ammonia. to get desired amide of ferrocene carboxylic acid.
Make the acyl fluoride instead of the acyl chloride as the former is far more stable and more modern methods use these for amidation reaction.
Recently I have synthesized same compound using ferrocene carboxaldehyde .
1. Fc Carboxaldehyde to be converted to schiff's base with Dopamine using NaOH in water at room temp, solid precipitate forms.
2. reduce that in situ by adding NaBH4 slowly nd then heat at 40 C for atleast 4 hrs until completion. followed by simple work up
In this case no purification needed, only filtration and washing with diethyl ether is enough. overall yield id 80%
If you need the exact process, i can share with you. Thanks
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