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ChemicalBook CAS DataBase List 3-(Methylthio)propionaldehyde

3-(Methylthio)propionaldehyde synthesis

8synthesis methods
By transamination and decarboxylation of various amino acids; by oxidation of the alcohol
-

Yield:3268-49-3 78 %Chromat.

Reaction Conditions:

with 1-methyl-1H-imidazole;2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;C22H16BrCuF2N2O2 in acetonitrile at 20; for 24 h;Reagent/catalyst;

Steps:

2.3. Oxidations
General procedure: A series of catalytic oxidation reactions was performed in 5 ml/3 mlMeCN solutions at room temperature under open air. The reaction wasset up by adding 1 mmol of 1-octanol, 5 mol % of copper(I)catalyst,5 mol % of TEMPO and 10 mol % of NMI into a 20 ml test tube, whichwas equipped with a magnetic stirrer bar. The reaction was stirred1500 rpm for 24 h for 1-octanol, 3 h for cinnamyl alcohol and 3-phenyl-1-propanol and 1 h for benzyl alcohol. After the reaction, 0.7 ml of thereaction solution and an internal standard (acetophenon 40 μl or 1,2-dichlorobenzene 40 μl, more information see ESI) were diluted withEtOAc (100 ml). GC samples (1.5 ml) were prepared by filtrating thesolution through a layer of silica gel (1 cm thick). The yields were determinedusing GC-MS with calibration curves.

References:

Lagerspets, Emi;Lagerblom, Kalle;Heliövaara, Eeva;Hiltunen, Otto-Matti;Moslova, Karina;Nieger, Martin;Repo, Timo [Molecular catalysis,2019,vol. 468,p. 75 - 79]

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