ChemicalBook CAS DataBase List 4-DIETHYLAMINOMETHYL-BENZOIC ACID

4-DIETHYLAMINOMETHYL-BENZOIC ACID synthesis

5synthesis methods

Product Name:4-DIETHYLAMINOMETHYL-BENZOIC ACID
CAS Number:62642-59-5
Molecular formula:C12H17NO2
Molecular Weight:207.27

1642-81-5 Synthesis

1642-81-5
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$17.00/5g

109-89-7
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$10.00/5g

62642-59-5
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$45.00/50mg

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).