ChemicalBook CAS DataBase List Tetracaine

Tetracaine synthesis

10synthesis methods

Product Name:Tetracaine
CAS Number:94-24-6
Molecular formula:C15H24N2O2
Molecular Weight:264.36

109-65-9

10012-47-2

94-24-6

General procedure for the synthesis of 2-(dimethylamino)ethyl 4-(butylamino)benzoate from bromobutane and 2-(dimethylamino)ethyl 4-aminobenzoate: 5.0 g of p-aminobenzoic acid-2-dimethylaminoethyl ester (0.024 mol), 3.3 g of 1-bromonobutane (0.024 mol), 10.0 g of K2CO3 (0.072 mol) and 50 mL of N,N-dimethylformamide were added to a 100 mL three-neck flask. ) and 50 mL of N,N-dimethylformamide were added to a 100 mL three-neck flask. The mixture was stirred and heated to 50 °C, keeping the reaction temperature at 50 °C. After 5 hours of reaction, the heating was stopped and the reaction system was allowed to cool to room temperature. The reaction mixture was filtered and the filtrate was extracted with 50 mL of dichloromethane. The aqueous phase was extracted again with 50 mL of dichloromethane. The organic phases were combined and 5.3 g of white solid product was obtained in 82.8% yield after evaporating the solvent.

109-65-9 Synthesis

109-65-9
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94-24-6
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Yield:94-24-6 82.8%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 50; for 5 h;

Steps:

3 Preparation of tetracaine (7)

5.0 g of p-aminobenzoic acid-2-dimethylaminoethyl ester (5) (0.024 mol 1)3.3g1-Bromo-n-Butane(0 · 024mo 1), 10.0g K2C03 (0 · 072mo 1) 50mL N, N-dimethylformamide was placed in 1OOmL three-necked flask, stirred and heated to 50 ° C, the reaction system was maintained at 50 After the reaction was stopped for 5 h, the reaction was stopped and the reaction system was allowed to stand at room temperature. The filtrate was extracted with 50 mL of dichloromethane. The aqueous phase was extracted with 50 mL of dichloromethane. The organic phase was combined, To give 5.3 g of a white solid, yield 82.8%.

References:

CN106518697,2017,A Location in patent:Paragraph 0014