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3-methylpiperidine, (±) synthesis

7synthesis methods
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Yield:53152-98-0 68.8%

Reaction Conditions:

with palladium diacetate;C3H6BNO2 in tetrahydrofuran at 60; for 24 h;Schlenk technique;Inert atmosphere;

Steps:

1 Example 1: Preparation of 3-methylpiperidine

Weigh β-alanine (222.8mg, 2.5mmol) and addShrek tube,Under the protection of inert gas,Cool to 0°C,Add the tetrahydrofuran complex of borane (1M, 5.0mmol),Stir the reaction at room temperature for 24h,The oxazoborane obtained by evacuating the solvent under vacuum was used directly in the next step.Add in the Shrek tube with oxazoborane still under the protection of inert gas3-methylpyridine (46.6mg, 0.5mmol),Tetrahydrofuran (2.0mL),Palladium acetate (11.3 mg, 0.05 mmol).The reaction was stirred at 60°C for 24h.The resulting reactant uses a silica gel column (dichloromethane/methanol)Purification gave 3-methylpiperidine (34.1 mg) with a yield of 68.8%.

References:

CN112707857,2021,A Location in patent:Paragraph 0022; 0023; 0024; 0025; 0026