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ChemicalBook CAS DataBase List DIPHACINONE
82-66-6

DIPHACINONE synthesis

2synthesis methods
Diphacinone is produced by condensation of 1,1-diphenyl acetone with dimethyl phthalate in the presence of sodium methoxide (30).
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Yield:82-66-6 78%

Reaction Conditions:

with dmap;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in N,N-dimethyl-formamide at 20;

Steps:

2 3.2. General experimental procedure
General procedure: In a 20 or 40 mL reaction vial equipped with magnetic stir bar and Teflon-lined cap, a solution of the corresponding carboxylic acid (1.5 mmol, 3.0 eq) and DMAP (183.3 mg, 1.5 mmol, 3.0 eq) in anhydrous DMF (9.0 mL) was homogenized by stirring for 5-10min. EDCI·HCl (287.6mg, 1.5mmol, 3.0 eq) was added, and the resulting mixture was homogenized by stirring for 5-10 min. The corresponding 1,3-indandione (0.5mmol, 1.0 eq) was added, and the resulting mixture was resealed and stirred for 12-72h, monitoring by LCMS. When complete, workup method A, B, or C was used to isolate the final products.

References:

Larsen, Brian J.;Rosano, Robert J.;Ford-Hutchinson, Thomas A.;Reitz, Allen B.;Wrobel, Jay E. [Tetrahedron,2018,vol. 74,# 22,p. 2762 - 2768]

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