Ketorolac Impurity 31 synthesis

5synthesis methods

Product Name:Ketorolac Impurity 31
CAS Number:144710-35-0
Molecular formula:C18H19NO5
Molecular Weight:329.35

7697-46-3 Synthesis

7697-46-3
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685-87-0 Synthesis

685-87-0
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144710-35-0
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Yield:144710-35-0 284 mg (86%)

Reaction Conditions:

with triethyl borane in hexane;benzene;

Steps:

4 Compound of Formula III where X is Hydrogen, Diethyl (5-Bonzoylpyrrol-2-yl)metthanedicarboxylate

Compound of Formula III where X is Hydrogen, Diethyl (5-Bonzoylpyrrol-2-yl)metthanedicarboxylate To a solution of 2-benzoylpyrrole (171mg, 1 mmol) and diethyl bromomalonate (1185 mg, 5 mmol) in benzene (20 mL) was added triethylborane (1.0 M in hexane, 5 mL, 5 mmol). The reaction mixture was stirred for 1 hour in an open vessel. Additional triethylborane (1 mL, 1 mmol) was added and the reaction was stirred for an additional hour. The mixture was poured into water and extracted with diethyl ether. The ethereal extract was washed with saturated aqueous sodium chloride, dried (Na₂ SO₄), and concentrated. The residue was purified by column chromatography on silica eluding with hexane/ethyl acetate (87:13) to provide 284 mg (86%) of diethyl (5-benzoylpyrrol-2-yl)methane-dicarboxylate.

References:

US5082950,1992,A