Ethyl 4-(2-(dimethylamino)ethoxy)benzoate synthesis
- Product Name:Ethyl 4-(2-(dimethylamino)ethoxy)benzoate
- CAS Number:25773-00-6
- Molecular formula:C13H19NO3
- Molecular Weight:237.29
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Yield:25773-00-6 398 mg
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 1 - 110;Inert atmosphere;
Steps:
37 Reference example 37
2-Chloro-N,N-dimethylethanamine hydrochloride was added to a solution of ethyl 4-hydroxybenzoate (332 mg) and potassium carbonate (967 mg) in N,N-dimethylformamide (4.00 mL) at room temperature under an argon atmosphere. The reaction mixture was stirred at 110 °C for 29 hours. The mixture was added to water, extracted twice with ethyl acetate. The combined organic layer was washed with water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure after filtration of the insoluble material. The residue was purified by amino-silica gel column chromatography (hexane : ethyl acetate = 9 : 1 to 1 : 2) to obtain ethyl 4-[2-(dimethylamino)ethoxy]benzoate (398 mg). 1H-NMR (CDCl3, 400MHz) δ: 1.38 (3H, t, J = 7.3 Hz), 2.34 (6H, s), 2.75 (2H, t, J = 5.5 Hz), 4.11 (2H, t, J = 5.5 Hz), 4.34 (2H, q, J = 7.3 Hz), 6.93 (2H, d, J = 8.6 Hz), 7.99 (2H, d, J = 8.6 Hz).
References:
EP4066896,2022,A1 Location in patent:Paragraph 0321; 0456-0458
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25773-00-6
12 suppliers
$183.33/0.5g