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ChemicalBook CAS DataBase List 4-DIETHYLAMINOMETHYL-BENZOIC ACID
62642-59-5

4-DIETHYLAMINOMETHYL-BENZOIC ACID synthesis

5synthesis methods
-

Yield:62642-59-5 63%

Reaction Conditions:

in acetonitrile; for 48 h;Heating / reflux;

Steps:

I.B.1.1.2.a

1 g (1 equivalent) of α-chloroparatoluic acid and 1.22 mL (2 equivalents) of diethylamine are placed in solution in 30 mL of acetonitrile. The reaction mixture is taken to reflux for 48 hours. The solvent is evaporated off under vacuum and the residue is purified by chromatography on silica gel column (CH2Cl2/MeOH 60/40 then pure MeOH). The product is obtained in the form of a white powder after precipitation from hexane. (Yield=63%).NMR 1H (250 MHz, DMSOD6): δ 7.84 and 7.29 (2d, 2x2H, ArH), 3.50 (s, 2H, N-CH2-Ar), 2.40 (q, 4H, N(CH2-CH3)2), 0.9 (t, 6H, N(CH2-CH3)2).MS ES+: m/e 208 ([M+H]+, 100).

References:

US6972343,2005,B1 Location in patent:Page/Page column 12-13

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