Potassium Carbonate → HCID 68539043, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of the compound 33 (1.895 g, 5.3 mmol) (evaporation residue of the mother liquor, see above), K2CO3 (2.12 g, 15.3 mmol), phenyltrimethyl ammonium chloride (1.8 g, 10.5 mmol) and water free N,N-dimethylformamide (20 ml) was stirred at 80° C. (bath temperature) under N2 for 3 h. After filtration from the inorganic material and washing with dichloromethane, the filtrate was evaporated down. The evaporation residue was dissolved in dichloromethane, washed with water (2×50 ml) and saturated NaCl solution (1×50 ml), dried over sodium sulphate and evaporated down. The evaporation residue (2.11 g of dark brown oil) was purified using column chromatography (basic aluminium oxide, activity level III; dichloromethane). The evaporation residue was crystallised as compound 34.C7H6O3 with salicylic acid in diisopropylether. Yield: 1.32 g (49%). Fp. 135-141° C.; IR (KBr): 3400 (+NH, OH), 1710 (C═O), 1630 (CO2) cm−1; 1H-NMR (CDCl3): δ 7.88 (m, +NH), 7.27 (m, 2 arom. H), 6.81 (m, 4,arom. H), 3.86 (s, OCH3), 3.83 (s, OCH3), 2.84 (s, +NCH3), 1.40 (d, C5—CH3, 5.8 Hz), 1.17 (t, CH3CH2, J=5.3 Hz); MS (CI): m/z 374 (M++1).

Provenance & Evidence