Sharka Posted August 5, 2013 Share Posted August 5, 2013 Can anybody help me with synthesis of 2,3-dihydroindole from 2-nitrotoluene. I need make it up in about seven steps. This is my solution, but I´m not sure about the last step. Thanks Link to comment Share on other sites More sharing options...
Horza2002 Posted August 6, 2013 Share Posted August 6, 2013 The final step can be done, but you need to add some other reagents in there. What is the inital product when an amine reacts with a carbonyl? Additionally, there is a possible alteration of your method that will get you from the 2-amino toluene (number 2) all the way to your benzyl alcohol (number 5) in a single step. Think about the position you are trying to oxidise and what reagents are out there to do this transformation (HINT: its a p-block element based reagent) Link to comment Share on other sites More sharing options...
hypervalent_iodine Posted August 6, 2013 Share Posted August 6, 2013 Additionally, there is a possible alteration of your method that will get you from the 2-amino toluene (number 2) all the way to your benzyl alcohol (number 5) in a single step. Think about the position you are trying to oxidise and what reagents are out there to do this transformation (HINT: its a p-block element based reagent) What benzyl alcohol? Link to comment Share on other sites More sharing options...
Sharka Posted August 6, 2013 Author Share Posted August 6, 2013 The product when amine reacts with carbonyl is imine. I have to reduce it with NaBH4 and AcOH? Link to comment Share on other sites More sharing options...
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