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3-(4-BENZYL-PIPERIDIN-1-YL)-PROPIONIC ACID synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

with sodium hydroxide;sodium hydrogencarbonate in 1,4-dioxane;ethanol;

Steps:

14.1 1.

1. Synthesis of 3-[1-(4-benzyl)piperidino]propionic Acid The reaction mixture of 4-benzylpiperidine (350 mg, 2.0 mmol), ethyl 3-bromopropionate (500 mg, 2.7 mmol), sodium bicarbonate (300 mg, 3.5 mmol) and ethanol (15 ml) was refluxed for 6 h till the amine disappeared completely. After the mixture was filtered, the resulting solid was dissolved in 5 ml dioxane and 14 ml 5% sodium hydroxide solution. The mixture was stirred at room temperature overnight, then it was acidified with concentrated hydrochloric acid. Solid was filtered and washed with water, and then dried to give 346 mg, 3-[1-(4-benzyl)piperidino]propionic acid, mp 214-215° C. The chemical structure analysis was performed by 1H-NMR (DMSO-d6, 600 MHz): δ 7.29 (t, 2H, Ar-H), 7.19 (m, 3H, Ar-H), 3.40 (d, 2H, NCH2), 3.22 (d, 4H, CH2), 2.86 (m, 5H, CH2CH2CO and H4), 2.56 (s, 2H, Ar-CH2), 1.74 (m, 5H, CH2).

References:

US2003/32624,2003,A1