4-methyl-1-propylquinolinium iodide synthesis
- Product Name:4-methyl-1-propylquinolinium iodide
- CAS Number:32863-55-1
- Molecular formula:C13H16IN
- Molecular Weight:313.1773
Yield:32863-55-1 96%
Reaction Conditions:
at 130; for 0.0833333 h;Microwave irradiation;
Steps:
1-Propyl-4-methylquinolinium iodide (11)
Lepidine (0.20 mL, 1.4 mmol) and iodopropane (0.27 mL,0.28 mmol) were added to a microwave reaction vial. The microwave oven was set to 130 °C for 5 min with a ramp time of 2 min. After cooling, the product was filtered and washed with cold ether and acetone and dried in vacuo, yielding 96% pure product. MP 130 °C; 1H-NMR δ (ppm): 9.6 (d,J = 6.05 Hz, 1H), 8.59 (q, J = 8.48 Hz, 2H), 8.31 (t, J = 8.55 Hz, 1H), 8.07 (q, J = 7.33 Hz, 2H), 4.98(t, J = 7.39 Hz, 2H), 3.02 (s, 3H), 1.98 (m, 2H), 0.96 (t, J = 7.36 Hz 3H); 13C-NMR δ (ppm): 158.5(C), 148.3 (C), 136.7 (C), 135.0 (CH), 129.5 (CH), 128.9 (CH), 127.1 (CH), 122.5 (CH), 119.3 (CH).
References:
Winstead, Angela J.;Nyambura, Grace;Matthews, Rachael;Toney, Deveine;Oyaghire, Stanley [Molecules,2013,vol. 18,# 11,p. 14306 - 14319]
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