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CHEMBRDG-BB 4022458 synthesis

11synthesis methods
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Yield:4438-01-1 94%

Reaction Conditions:

with tert.-butylhydroperoxide in dichloromethane;water at 80; for 8 h;Sealed tube;regioselective reaction;Mannich Aminomethylation;Concentration;Reagent/catalyst;Solvent;Temperature;

Steps:

Typical procedure for the synthesis of Mannich bases

General procedure: In a typical experiment, phenylboronic acid (0.5 mmol), paraformaldehyde (0.5 mmol), morpholine (0.5 mmol), TBHP (1.5 equiv) and CH2Cl2 (2 mL) were added into a sealed tube. Subsequently, the reaction was carried out at 80 °C under magnetic stirring for 8 h. After cooling down, the reaction mixture was diluted with ethyl acetate. Then, the mixture was concentrated under vacuum, and the crude residue was purified by column chromatography on silica gel with petroleum ether/ethyl acetate (50:1) to afford the desired pure product.

References:

Liu, Juan;Yuan, Gaoqing [Tetrahedron Letters,2017,vol. 58,# 15,p. 1470 - 1473] Location in patent:supporting information

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