4-Benzylpiperidine synthesis
- Product Name:4-Benzylpiperidine
- CAS Number:31252-42-3
- Molecular formula:C12H17N
- Molecular Weight:175.27
![4-benzyl-1-[(4-methylphenyl)sulfonyl]piperidine](/CAS/20180703/GIF/205641-99-2.gif)
205641-99-2
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Yield:31252-42-3 92%
Steps:
Next, the progress made so far in investigating the functional group tolerance is presented below. The tosyl derivatives of amines were made by reacting secondary amines with para toluene sulfonyl chloride (TsCl) in Et3N. It was demonstrated that detosylation works well for tosyl derivatives of dicyclohexyl amine (abbreviated Cy2NTs in table above), pyrrolidine, morpholine, BMEA (bis(2-methoxy-ethyl) amine), phenyl methyl amine, 4-benzylpipiridine, benzyl methyl amine. Similar results are also expected to be achieved for additional tosyl amines such as HMDS etc.Table 4 below presents studies that map out the reaction's functional group tolerance. TABLE 4 The Reaction's Functional Group Tolerance (Not Fully Optimized) % Yield % Yield (Sequential (One-Pot/Solid Reactant Product Protonation) Acid) 1. 92 82 2. 82 83 3. 85 75 4. 85 86 5. 74 75 6. 83 80
References:
US2009/306391,2009,A1 Location in patent:Page/Page column 7
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