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ChemicalBook CAS DataBase List (S)-2-PIPERIDINONE-6-CARBOXYLIC ACID

(S)-2-PIPERIDINONE-6-CARBOXYLIC ACID synthesis

11synthesis methods
-

Yield:-

Steps:

Multi-step reaction with 6 steps
1: oxalyl chloride / CH2Cl2; dimethylformamide / 1 h / 0 °C
2: CH2Cl2 / 1 h / Ambient temperature
3: 93 percent / TFA / 10 - 15 °C
4: 1.) 4-formyl-1-methylpyridinium benzenesulfonate, 2.) DBU, 3.) aq. oxalic acid / 1) CH2Cl2, DMF, room temperature; 2) 5 min; 3) cooling, 0.5 - 1 h
5: 1.) Jones reagent, 2.) aq. HCl / 1) room temperature, acetone; 2) heating
6: 85 percent / 0.5 h / 170 °C

References:

Buckley, Thomas F.;Rapoport, Henry [Journal of the American Chemical Society,1982,vol. 104,# 16,p. 4446 - 4450]