Benalaxyl synthesis

Yield:-

Reaction Conditions:

with sodium hydrogencarbonate in N-methyl-acetamide;toluene

Steps:

8 Preparation of N-(2,6-dimethylphenyl)-N-(1-carbomethoxy-ethyl)-phenylacetamide (compound 4, Table 1).
EXAMPLE 8 Preparation of N-(2,6-dimethylphenyl)-N-(1-carbomethoxy-ethyl)-phenylacetamide (compound 4, Table 1). 17 g (0.11 mol) of phenylacetylchloride were added dropwise in 30 minutes and at room temperature, to a solution of N-(1-carbomethoxy-ethyl)-2,6-dimethyl-aniline(21.2 g at a purity of 95%, 0.1 mol) in toluene (150 ml) and dimethylformamide (1 ml.). The reaction mixture was stirred 1 hour at room temperature and 3 hours at reflux temperature, then it was cooled down to room temperature and washed with an aqueous solution of NaHCO₃ at 5% and successively with water. The organic phase was separated and anhydrified with anhydrous Na₂ SO₄. The solvent was evaporated and the rough product obtained was recrystallized from ligroin (75°-120° C.), so obtaining 26 g. of the desired product (white solid, m.p. 78°-80° C.).

References:

Montedison S.p.A. US4291049, 1981, A

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