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ChemicalBook CAS DataBase List 3-(3-morpholinylpropoxy)-4-methoxybenzonitrile
675126-28-0

3-(3-morpholinylpropoxy)-4-methoxybenzonitrile synthesis

8synthesis methods
7357-67-7 Synthesis
4-(3-Chloropropyl)morpholine

7357-67-7
311 suppliers
$10.00/5g

52805-46-6 Synthesis
3-Hydroxy-4-methoxybenzonitrile

52805-46-6
191 suppliers
$6.00/1g

3-(3-morpholinylpropoxy)-4-methoxybenzonitrile

675126-28-0
54 suppliers
inquiry

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Yield:675126-28-0 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 85; for 10 h;

Steps:

4-Methoxy-3-(3-morpholinopropoxy)benzonitrile (3)
A mixture of compound 2 (10 g, 67.1 mmol), K2CO3 16.5 g, 4-(3-chloropropyl)morpholine (10.9 g, 66.8 mmol), and DMF 62.5 mL was heated to 85 °C for 10 h. The DMF was removed under vacuum to leave a residue which was partitioned between tert-butyl methyl ether and water. The organic phase was dried by MgSO4 and evaporated to give a viscous liquid 3 (18.0 g, 98%). For 1H-NMR (300 MHz, DMSO-d6) δ (ppm): 7.39-7.42 (m, 2H), 7.09-7.12(m, 1H), 4.06 (s, 2H), 3.86 (s, 3H), 3.59 (s, 4H), 2.11-2.43 (m, 6H), 1.17 (S, 2H).

References:

Wang, Liuchang;Li, Pengna;Li, Baolin;Wang, Yawen;Li, Jiangtao;Song, Limei [Molecules,2017,vol. 22,# 10,art. no. 1624]

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