1-(4-Iodo-piperidin-1-yl)-ethanone synthesis

Yield:1314310-94-5 87%

Reaction Conditions:

with 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione in 1,2-dichloro-ethane; for 2 h;Product distribution / selectivity;Reflux;Irradiation;

Steps:

3.8

EXAMPLE 3; Radical iodo-de-caboxylation induced by TV-iodo amides/V-iodo amideR-COOH *- R-lGeneral procedure[00111] Procedure: A mixture of R-COOH (1 mmol), N-iodo amide (1-4 equiv), and solvent (3-6 mL) was refluxed (Δ) for 1-24 h in the dark (NL) or under irradiation with 500 W tungsten lamp (TL) or under fluorescent room lighting (FL).[00112] Treatment: The reaction mixture was cooled to rt, and washed with aq NaHS0₃ and NaHC0₃ to destroy excess of iodination agent and dissolve unreacted carboxylic acid. The organic solution was dried (Na₂S0₄), filtered through short silica or alumina pad and concentrated in vacuo to give iodide R-I. 100113J Purification: Optionally, the iodide R-I was further purified by crystallization (if the iodide is crystalline compound), or rectification (if the iodide is liquid compound). Analytical sample of the product was purified by column chromatography./V-iodoamideAlk-COOH *- Alk-I[00114] A mixture of Alk-COOH (1 mmol), N-iodo amide (1-3 equiv), and solvent (4 mL) was refluxed (Δ) in the dark (NL) or under irradiation with 500 W tungsten lamp (TL), or under fluorescent room lighting (FL).

References:

WO2011/154953,2011,A1 Location in patent:Page/Page column 28-30