Réaction #2006482

Équation de réaction

compound 12a

4-{4,4-Dimethyl-2,5-dioxo-3-[3-(tetrahydro-furan-2-yloxy)-propyl]-imidazolidin-1-yl}-2-trifluoromethyl-benzonitrile

p-TSA

→

compound 13a

Rendement 95.0%

4-[3-(3-Hydroxy-propyl)-4,4-dimethyl-2,5-dioxo-imidazolidin-1-yl]-2-trifluoromethyl-benzonitrile

Rendement 95.0%

Solvants

ethyl acetate

methanol

Conditions de réaction

Traitement

1. 1
   Lavagewashed successively with a 10% bicarbonate and brine solution
2. 2
   Séchagefinally dried over magnesium sulphate

Mode opératoire

To a solution of compound 12a (1.03 g, 2.33 mmol) in methanol (10 mL) at room temperature was added p-TSA (88 mg, 0.46 mmol). The solution was stirred for 3 hrs at room temperature. The reaction was then diluted with ethyl acetate (50 mL), washed successively with a 10% bicarbonate and brine solution and finally dried over magnesium sulphate to give compound 13a (786 mg, 95%) which was directly used as such in the next step. 1H NMR (300 MHz, Acetone-d6) δ: 1.57 (s, 6H), 1.92 (m, 2H), 3.54, (t, 2H, J=7.38 Hz), 3.51-3.63 (m, 2H), 8.18 (m, 2H), 8.27 (s, 1H).

Source