Réaction #88066

Équation de réaction

allyl 4-((2-benzamidoethyl)(4-chlorophenethyl)amino)piperidine-1-carboxylate

PhSiH3

→

N-(2-((4-chlorophenethyl)(piperidin-4-yl)amino)ethyl)benzamide

Solvants

DCM

Conditions de réaction

Traitement

1. 1
   Autreby bubbling argon through the inserted needle
2. 2
   workup.ADDITIONto the addition of Pd(Ph3P)4 (5 mol %)
3. 3
   AutreAfter 20 min TLC indicated completion of reaction
4. 4
   ConcentrationThe reaction was concentrated
5. 5
   Autrewas purified by column chromatography in DCM/MeOH solvent system (gradient 100:1 to 10:1)
6. 6
   Autreto give pure product in a form of an off-white solid

Mode opératoire

The solution of allyl 4-((2-benzamidoethyl)(4-chlorophenethyl)amino)piperidine-1-carboxylate, PhSiH3 (5 equiv) in DCM (8 mL/mmol) was degassed for 10 min by bubbling argon through the inserted needle, prior to the addition of Pd(Ph3P)4 (5 mol %). After 20 min TLC indicated completion of reaction. The reaction was concentrated and was purified by column chromatography in DCM/MeOH solvent system (gradient 100:1 to 10:1) to give pure product in a form of an off-white solid.

Source