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ChemicalBook CAS DataBase List (2E)-2-[4-Oxo-1-trityl-3-piperidinylidene]acetic Acid Ethyl Ester

(2E)-2-[4-Oxo-1-trityl-3-piperidinylidene]acetic Acid Ethyl Ester synthesis

2synthesis methods
-

Yield:239466-39-8 60.2%

Reaction Conditions:

Stage #1: 1-triphenylmethyl-4-piperidonewith pyrrolidine in toluene; for 3 h;Reflux;
Stage #2: glyoxylic acid ethyl ester in toluene; for 2 h;Reflux;

Steps:

2 Synthesis of ethyl-(E)-2-(4-carbonyl-1-tritylpiperidin-3-enyl)acetate

600mL of a toluene solution of 60g (0.1757mol) of 1-trityl-4-piperidone and 15.8mL (0.1933mol) of pyrrolidine,Use a water separator to azeotrope under heating and reflux for 3 hours, add 20.2mL (0.1933mol) of ethyl glyoxylate after cooling down,Then carry out azeotropic dehydration under heating and refluxing for 2 hours. After cooling, 400 mL of water was added, extracted with ethyl acetate, and the organic layer was dried with anhydrous sodium sulfate. Concentrate the solvent under reduced pressure,The obtained residue was purified by silica gel column chromatography to obtain 49.35 g of a pale yellow oily substance with a yield of 60.2%.

References:

CN111362864,2020,A Location in patent:Paragraph 0081-0084