Pyrazole-1H-4-yl-acrylic acids (3a-j) were prepared from pyrazole-1H-4-carbaldehydes which in turn were prepared by the Vilsmeier-Haack reaction of phenyl hydrazone derivatives (1a-j). The reaction of pyrazole-1H-4-yl-acrylic acids to 3-(1, 3-diphenyl-1H-pyrazol-4-yl) propanoic acids (4a-j) was carried out using Pd-charcoal and diimide methods and % yields were compared. Though the yields may be slightly less in diimide method, the method was found to be economical, highly effective with simple operating procedure.
Aims:
A green route for the oxidation of alcohols to corresponding carbonyl compounds in room temperature ionic liquid ([CEMIM]BH4) was developed by using hydrogen peroxide as the oxygen source. In aqueous solution at room temperature, 0.2 mol% of ([CEMIM]BH4) showed excellent catalytic properties for selective oxidation of aromatic and aliphatic alcohols
Background:
One of the vital reactions in organic synthesis is the oxidation of alcohols to carbonyl compounds. In particular, the conversion of primary alcohols to aldehydes has received a variety of applications as they are used as intermediates in fine chemicals mostly for the perfume industry.
Objective:
In the present work, we have reported an effective green route for the selective oxidation of alcohols to the carbonyl compounds using peroxide in an ionic liquid 1-carboxyethyl-3-methyl-imidazolium tetrahydroborate ([CEMIM]BH4)
Methods::
A mixture of alcohol (2 mmol), ([CEMIM]BH4) (0.2 mol%), H2O2 (2 mmol) were stirred thoroughly with the help of a magnetic stirrer for 10 min at ambient temperature
Results:
The catalytic activity of ([CEMIM]BH4) is very effective, which reflects its good solvating nature during the oxidation.
Conclusion:
In conclusion, the series of experiments described represents a useful method for the oxidation of primary and secondary alcohols to carbonyl compounds at room temperature. The catalyst can be easily prepared and is therefore extremely cost-effective. The rapid reaction times for the substrates mean a large number of materials may be screened in parallel over a short period of time.
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