I am trying to figoure out the conditions and choice of solvents and catalysts in order to run this synthesis.

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    – user55119
    Feb 25 at 21:06
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    $\begingroup$ The name of your starting material - 4-toluenesulfonyl is incomplete. The question cannot be answered until you name your starting material correctly. Do you mean 4-toluenesulfonyl chloride? $\endgroup$
    – Waylander
    Feb 25 at 22:09

This is straightforward. 4-Toluenesulfonyl Chloride is readily attacked by nucleophiles and allylamine is a good nucleophile.

Dissolve 2.05 equivalents of allylamine (or 1.05 eq allylamine and 1 eq of an tertiary organic base such as triethylamine) in dichloromethane, cool in an ice/water bath (reaction is exothermic) then slowly add 1 eq of 4-toluenesulfonyl chloride dissolved in dichloromethane. Leave it half an hour then wash the reaction mixture with dil HCl soln, dried the organic phase, filter and concentrate to give your product.


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